Holdings: IDPi catalysis :: THWS Bibkatalog

IDPi catalysis: the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde

Saved in:

Bibliographic Details
Main Author:	Schreyer, Lucas (Author)
Format:	Thesis Book
Language:	English
Published:	Köln 2018
Subjects:	Katalyse Asymmetrische Synthese Allylierung Hochschulschrift
Online Access:	Inhaltsverzeichnis Inhaltsverzeichnis
Physical Description:	IX, 235 Seiten Illustrationen 21 cm

Staff View

MARC


LEADER	00000nam a2200000 c 4500
001	BV045548212
003	DE-604
005	20200131
007	t
008	190408s2018 gw a\|\|\| m\|\|\| 00\|\|\| eng d
015			\|a 19,H04 \|2 dnb
016	7		\|a 1172924066 \|2 DE-101
020			\|c Broschur
035			\|a (OCoLC)1136345754
035			\|a (DE-599)DNB1172924066
040			\|a DE-604 \|b ger \|e rda
041	0		\|a eng
044			\|a gw \|c XA-DE
049			\|a DE-355 \|a DE-83
084			\|a 540 \|2 sdnb
100	1		\|a Schreyer, Lucas \|e Verfasser \|0 (DE-588)1168484707 \|4 aut
245	1	0	\|a IDPi catalysis \|b the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde \|c vorgelegt von Lucas Schreyer aus Wien
264		1	\|a Köln \|c 2018
300			\|a IX, 235 Seiten \|b Illustrationen \|c 21 cm
336			\|b txt \|2 rdacontent
337			\|b n \|2 rdamedia
338			\|b nc \|2 rdacarrier
502			\|b Dissertation \|c Universität zu Köln \|d 2018
650	0	7	\|a Katalyse \|0 (DE-588)4029921-1 \|2 gnd \|9 rswk-swf
650	0	7	\|a Asymmetrische Synthese \|0 (DE-588)4135603-2 \|2 gnd \|9 rswk-swf
650	0	7	\|a Allylierung \|0 (DE-588)4336304-0 \|2 gnd \|9 rswk-swf
655		7	\|0 (DE-588)4113937-9 \|a Hochschulschrift \|2 gnd-content
689	0	0	\|a Katalyse \|0 (DE-588)4029921-1 \|D s
689	0	1	\|a Allylierung \|0 (DE-588)4336304-0 \|D s
689	0	2	\|a Asymmetrische Synthese \|0 (DE-588)4135603-2 \|D s
689	0		\|5 DE-604
856	4	2	\|m B:DE-101 \|q application/pdf \|u http://d-nb.info/1172924066/04 \|3 Inhaltsverzeichnis
856	4	2	\|m DNB Datenaustausch \|q application/pdf \|u http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=030932234&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA \|3 Inhaltsverzeichnis
999			\|a oai:aleph.bib-bvb.de:BVB01-030932234

Record in the Search Index

_version_	1804179520744325120
adam_text	CONTENTS ACKNOWLEDGEMENTS......................................................................................................................... I ABSTRACT..........................................................................................................................................IV KURZZUSAMMENFASSUNG...................................................................................................................V ABBREVIATIONS................................................................................................................................ VI 1 INTRODUCTION............................................................................................................................ 1 2 ENANTIOSELECTIVE HOSOMI-SAKURAI ALLYLATION OF ALDEHYDES .............................................. 10 2.1 LITERATURE BACKGROUND.................................................................................................. 10 2.1.1 STEREOCHEMICAL MODELS......................................................................................... 10 2.1.2 CHIRAL ALLYLATING AGENTS......................................................................................... 11 2.1.3 CATALYTIC ENANTIOSELECTIVE ALLYLATIONS OF ALDEHYDES.............................................13 2.1.4 ALLYLATIONS WITH ALLYLTRIMETHYLSILANE: THE HOSOMI-SAKURAI REACTION..................15 2.2 OBJECTIVE........................................................................................................................ 18 2.3 RESULTS AND DISCUSSION.................................................................................................. 19 2.3.1 AROMATIC ALDEHYDES - CATALYST OPTIMIZATION.......................................................21 2.3.2 AROMATIC ALDEHYDES - SUBSTRATE SCOPE AND LIMITATIONS .................................... 23 2.3.3 ALIPHATIC ALDEHYDES - CATALYST OPTIMIZATION.......................................................24 2.3.4 ALIPHATIC ALDEHYDES - SUBSTRATE SCOPE AND LIMITATIONS ..................................... 29 2.4 SUMMARY AND OUTLOOK.................................................................................................. 33 3 ENANTIOSELECTIVE MUKAIYAMA ALDOL REACTION WITH ENOLSILANES OF ACETALDEHYDE ............ 34 3.1 LITERATURE BACKGROUND.................................................................................................. 34 3.2 OBJECTIVE........................................................................................................................ 42 3.3 RESULTS AND DISCUSSION .... . .............................................................................................43 3.3.1 AROMATIC ALDEHYDES - CATALYST OPTIMIZATION, SUBSTRATE SCOPE AND LIMITATIONS ................................................................................................................................ 45 3.3.2 ALIPHATIC ALDEHYDES - CATALYST OPTIMIZATION.......................................................48 3.3.3 ALIPHATIC ALDEHYDES - SUBSTRATE SCOPE AND LIMITATIONS ..................................... 60 3.3.4 MECHANISTIC INVESTIGATIONS....................................................................................64 3.4 SUMMARY AND OUTLOOK.................................................................................................. 68 4 EXPERIMENTAL SECTION...........................................................................................................70 4.1 GENERAL WORKING METHODS........................................................................................... 70 4.2 SYNTHETIC PROCEDURES: HOSOMI-SAKURAI ALLYLATION OF ALDEHYDES ............................... 74 4.2.1 SCOPE OF AROMATIC ALDEHYDES AND ENALS .............................................................. 74 4.2.2 ALIPHATIC SUBSTRATE SCOPE......................................................................................82 4.3 MUKAIYAMA CROSS-ALDOL REACTION: SYNTHETIC PROCEDURES .......................................... 88 4.3.1 AROMATIC SUBSTRATE SCOPE.....................................................................................89 4.3.2 ALIPHATIC SUBSTRATE SCOPE.................................................................................... 101 4.3.2 ALDOL REACTIONS WITH PROPANAL-DERIVED ENOLSILANES (E)- AND (Z)-121B.............110 4.3.3 SYNTHESIS OF RACEMATES....................................................................................... 112 4.3.4 FORMAL SYNTHESIS OF (S)-DULOXETINE FROM ALDOL 118V ......................................... 113 4.3.5 SYNTHESIS OF ENOLSILANES 111 AND 121B .............................................................. 114 4.4 MUKAIYAMA CROSS-ALDOL REACTION: MECHANISTIC STUDIES...........................................119 4.4.1 REACTION PROGRESS KINETIC ANALYSIS ..................................................................... 119 4.4.2 THE EFFECT OF THE SILYL GROUPS..............................................................................158 4.4.3 STOICHIOMETRIC EXPERIMENTS................................................................................161 4.4.4 LOW TEMPERATURE NMR EXPERIMENTS ................................................................. 162 4.5 SYNTHESES OF CATALYSTS AND THEIR PRECURSORS ............................................................. 171 REFERENCES.................................................................................................................................. 222 APPENDIX..................................................................................................................................... 234 ERKLAERUNG ZUR DISSERTATION..................................................................................................... 234 TEILPUBLIKATIONEN....................................................................................................................235
any_adam_object	1
author	Schreyer, Lucas
author_GND	(DE-588)1168484707
author_facet	Schreyer, Lucas
author_role	aut
author_sort	Schreyer, Lucas
author_variant	l s ls
building	Verbundindex
bvnumber	BV045548212
ctrlnum	(OCoLC)1136345754 (DE-599)DNB1172924066
discipline	Chemie / Pharmazie
format	Thesis Book
fullrecord	<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01756nam a2200433 c 4500</leader><controlfield tag="001">BV045548212</controlfield><controlfield tag="003">DE-604</controlfield><controlfield tag="005">20200131 </controlfield><controlfield tag="007">t</controlfield><controlfield tag="008">190408s2018 gw a\|\|\| m\|\|\| 00\|\|\| eng d</controlfield><datafield tag="015" ind1=" " ind2=" "><subfield code="a">19,H04</subfield><subfield code="2">dnb</subfield></datafield><datafield tag="016" ind1="7" ind2=" "><subfield code="a">1172924066</subfield><subfield code="2">DE-101</subfield></datafield><datafield tag="020" ind1=" " ind2=" "><subfield code="c">Broschur</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(OCoLC)1136345754</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-599)DNB1172924066</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-604</subfield><subfield code="b">ger</subfield><subfield code="e">rda</subfield></datafield><datafield tag="041" ind1="0" ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="044" ind1=" " ind2=" "><subfield code="a">gw</subfield><subfield code="c">XA-DE</subfield></datafield><datafield tag="049" ind1=" " ind2=" "><subfield code="a">DE-355</subfield><subfield code="a">DE-83</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">540</subfield><subfield code="2">sdnb</subfield></datafield><datafield tag="100" ind1="1" ind2=" "><subfield code="a">Schreyer, Lucas</subfield><subfield code="e">Verfasser</subfield><subfield code="0">(DE-588)1168484707</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">IDPi catalysis</subfield><subfield code="b">the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde</subfield><subfield code="c">vorgelegt von Lucas Schreyer aus Wien</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="a">Köln</subfield><subfield code="c">2018</subfield></datafield><datafield tag="300" ind1=" " ind2=" "><subfield code="a">IX, 235 Seiten</subfield><subfield code="b">Illustrationen</subfield><subfield code="c">21 cm</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="b">n</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="b">nc</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="502" ind1=" " ind2=" "><subfield code="b">Dissertation</subfield><subfield code="c">Universität zu Köln</subfield><subfield code="d">2018</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Katalyse</subfield><subfield code="0">(DE-588)4029921-1</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Asymmetrische Synthese</subfield><subfield code="0">(DE-588)4135603-2</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Allylierung</subfield><subfield code="0">(DE-588)4336304-0</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="655" ind1=" " ind2="7"><subfield code="0">(DE-588)4113937-9</subfield><subfield code="a">Hochschulschrift</subfield><subfield code="2">gnd-content</subfield></datafield><datafield tag="689" ind1="0" ind2="0"><subfield code="a">Katalyse</subfield><subfield code="0">(DE-588)4029921-1</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2="1"><subfield code="a">Allylierung</subfield><subfield code="0">(DE-588)4336304-0</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2="2"><subfield code="a">Asymmetrische Synthese</subfield><subfield code="0">(DE-588)4135603-2</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2=" "><subfield code="5">DE-604</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="m">B:DE-101</subfield><subfield code="q">application/pdf</subfield><subfield code="u">http://d-nb.info/1172924066/04</subfield><subfield code="3">Inhaltsverzeichnis</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="m">DNB Datenaustausch</subfield><subfield code="q">application/pdf</subfield><subfield code="u">http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=030932234&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA</subfield><subfield code="3">Inhaltsverzeichnis</subfield></datafield><datafield tag="999" ind1=" " ind2=" "><subfield code="a">oai:aleph.bib-bvb.de:BVB01-030932234</subfield></datafield></record></collection>
genre	(DE-588)4113937-9 Hochschulschrift gnd-content
genre_facet	Hochschulschrift
id	DE-604.BV045548212
illustrated	Illustrated
indexdate	2024-07-10T08:21:11Z
institution	BVB
language	English
oai_aleph_id	oai:aleph.bib-bvb.de:BVB01-030932234
oclc_num	1136345754
open_access_boolean
owner	DE-355 DE-BY-UBR DE-83
owner_facet	DE-355 DE-BY-UBR DE-83
physical	IX, 235 Seiten Illustrationen 21 cm
publishDate	2018
publishDateSearch	2018
publishDateSort	2018
record_format	marc
spelling	Schreyer, Lucas Verfasser (DE-588)1168484707 aut IDPi catalysis the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde vorgelegt von Lucas Schreyer aus Wien Köln 2018 IX, 235 Seiten Illustrationen 21 cm txt rdacontent n rdamedia nc rdacarrier Dissertation Universität zu Köln 2018 Katalyse (DE-588)4029921-1 gnd rswk-swf Asymmetrische Synthese (DE-588)4135603-2 gnd rswk-swf Allylierung (DE-588)4336304-0 gnd rswk-swf (DE-588)4113937-9 Hochschulschrift gnd-content Katalyse (DE-588)4029921-1 s Allylierung (DE-588)4336304-0 s Asymmetrische Synthese (DE-588)4135603-2 s DE-604 B:DE-101 application/pdf http://d-nb.info/1172924066/04 Inhaltsverzeichnis DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=030932234&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis
spellingShingle	Schreyer, Lucas IDPi catalysis the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde Katalyse (DE-588)4029921-1 gnd Asymmetrische Synthese (DE-588)4135603-2 gnd Allylierung (DE-588)4336304-0 gnd
subject_GND	(DE-588)4029921-1 (DE-588)4135603-2 (DE-588)4336304-0 (DE-588)4113937-9
title	IDPi catalysis the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde
title_auth	IDPi catalysis the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde
title_exact_search	IDPi catalysis the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde
title_full	IDPi catalysis the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde vorgelegt von Lucas Schreyer aus Wien
title_fullStr	IDPi catalysis the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde vorgelegt von Lucas Schreyer aus Wien
title_full_unstemmed	IDPi catalysis the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde vorgelegt von Lucas Schreyer aus Wien
title_short	IDPi catalysis
title_sort	idpi catalysis the hosomi sakurai allylation and a mukaiyama aldol reaction with enolsilanes of acetaldehyde
title_sub	the Hosomi-Sakurai allylation and a Mukaiyama aldol reaction with enolsilanes of acetaldehyde
topic	Katalyse (DE-588)4029921-1 gnd Asymmetrische Synthese (DE-588)4135603-2 gnd Allylierung (DE-588)4336304-0 gnd
topic_facet	Katalyse Asymmetrische Synthese Allylierung Hochschulschrift
url	http://d-nb.info/1172924066/04 http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=030932234&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA
work_keys_str_mv	AT schreyerlucas idpicatalysisthehosomisakuraiallylationandamukaiyamaaldolreactionwithenolsilanesofacetaldehyde

Holdings

There is no print copy available.

Interlibrary loan Place Request Caution: Not in THWS collection! Indexes
Indexes

MARC

Record in the Search Index

There is no print copy available.

Similar Items