Stereoselective nucleophilic addition of PhSCF<inf>2</inf>SiMe<inf>3</inf> to chiral cyclic nitrones: Asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines

Stereoselective nucleophilic addition of PhSCF<inf>2</inf>SiMe<inf>3</inf> to chiral cyclic nitrones: Asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Fluoride-catalyzed nucleophilic addition of a difluoro(phenylsulfanyl)methyl group ("PhSCF2") generated from PhSCF2SiMe3 to nitrones was accomplished in satisfactory yields. High diastereoselectivities were observed with chiral polyo...

Full description

Saved in:
Bibliographic Details
Main Authors: Korkit Korvorapun, Darunee Soorukram, Chutima Kuhakarn, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr
Other Authors: Mahidol University
Format: Article
Published: 2018
Subjects:
Chemistry
Online Access:https://repository.li.mahidol.ac.th/handle/123456789/35763
Tags: Add Tag
No Tags, Be the first to tag this record!
Institution: Mahidol University
id th-mahidol.35763
record_format dspace
spelling th-mahidol.357632018-11-23T16:58:23Z Stereoselective nucleophilic addition of PhSCF<inf>2</inf>SiMe<inf>3</inf> to chiral cyclic nitrones: Asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines Korkit Korvorapun Darunee Soorukram Chutima Kuhakarn Patoomratana Tuchinda Vichai Reutrakul Manat Pohmakotr Mahidol University Chemistry © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Fluoride-catalyzed nucleophilic addition of a difluoro(phenylsulfanyl)methyl group ("PhSCF2") generated from PhSCF2SiMe3 to nitrones was accomplished in satisfactory yields. High diastereoselectivities were observed with chiral polyoxygenated cyclic nitrones to provide the corresponding adducts, which were further manipulated to afford gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines. 2018-11-23T09:58:23Z 2018-11-23T09:58:23Z 2015-01-01 Article Chemistry - An Asian Journal. Vol.10, No.4 (2015), 948-968 10.1002/asia.201403023 1861471X 18614728 2-s2.0-84925590476 https://repository.li.mahidol.ac.th/handle/123456789/35763 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84925590476&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Chemistry
spellingShingle Chemistry
Korkit Korvorapun
Darunee Soorukram
Chutima Kuhakarn
Patoomratana Tuchinda
Vichai Reutrakul
Manat Pohmakotr
Stereoselective nucleophilic addition of PhSCF<inf>2</inf>SiMe<inf>3</inf> to chiral cyclic nitrones: Asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines
description © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Fluoride-catalyzed nucleophilic addition of a difluoro(phenylsulfanyl)methyl group ("PhSCF2") generated from PhSCF2SiMe3 to nitrones was accomplished in satisfactory yields. High diastereoselectivities were observed with chiral polyoxygenated cyclic nitrones to provide the corresponding adducts, which were further manipulated to afford gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines.
author2 Mahidol University
author_facet Mahidol University
Korkit Korvorapun
Darunee Soorukram
Chutima Kuhakarn
Patoomratana Tuchinda
Vichai Reutrakul
Manat Pohmakotr
format Article
author Korkit Korvorapun
Darunee Soorukram
Chutima Kuhakarn
Patoomratana Tuchinda
Vichai Reutrakul
Manat Pohmakotr
author_sort Korkit Korvorapun
title Stereoselective nucleophilic addition of PhSCF<inf>2</inf>SiMe<inf>3</inf> to chiral cyclic nitrones: Asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines
title_short Stereoselective nucleophilic addition of PhSCF<inf>2</inf>SiMe<inf>3</inf> to chiral cyclic nitrones: Asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines
title_full Stereoselective nucleophilic addition of PhSCF<inf>2</inf>SiMe<inf>3</inf> to chiral cyclic nitrones: Asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines
title_fullStr Stereoselective nucleophilic addition of PhSCF<inf>2</inf>SiMe<inf>3</inf> to chiral cyclic nitrones: Asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines
title_full_unstemmed Stereoselective nucleophilic addition of PhSCF<inf>2</inf>SiMe<inf>3</inf> to chiral cyclic nitrones: Asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines
title_sort stereoselective nucleophilic addition of phscf<inf>2</inf>sime<inf>3</inf> to chiral cyclic nitrones: asymmetric synthesis of gem-difluoromethylenated polyhydroxypyrrolizidines and -indolizidines
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/35763
_version_ 1763490055731544064

Similar Items