Asymmetric synthesis of pentenomycin I, epipentenomycin I, and their analogs

The synthetic utility of the intramolecular acylation of α-sulfinyl carbanions as an efficient and general synthetic approach for the preparation of (-)-pentenomycin I (1) and (-)-epipentenomycin I (5) and their enantiomers (ent-1 and ent-5), starting from chiral (2S,5S,6S)-ester 6 and ent-6, respec...

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Main Authors: Manat Pohmakotr, Supakeat Kambutong, Patoomratana Tuchinda, Chutima Kuhakarn
Other Authors: Mahidol University
Format: Article
Published: 2018
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Online Access:https://repository.li.mahidol.ac.th/handle/123456789/18904
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spelling th-mahidol.189042018-07-12T09:50:42Z Asymmetric synthesis of pentenomycin I, epipentenomycin I, and their analogs Manat Pohmakotr Supakeat Kambutong Patoomratana Tuchinda Chutima Kuhakarn Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics The synthetic utility of the intramolecular acylation of α-sulfinyl carbanions as an efficient and general synthetic approach for the preparation of (-)-pentenomycin I (1) and (-)-epipentenomycin I (5) and their enantiomers (ent-1 and ent-5), starting from chiral (2S,5S,6S)-ester 6 and ent-6, respectively, has been demonstrated. Easy accesses to pentenomycin analogs have also been demonstrated through the Pummerer, Suzuki-Miyaura, and Sonogashira reactions. © 2008 Elsevier Ltd. All rights reserved. 2018-07-12T02:18:16Z 2018-07-12T02:18:16Z 2008-06-30 Article Tetrahedron. Vol.64, No.27 (2008), 6315-6323 10.1016/j.tet.2008.04.089 00404020 2-s2.0-44349090861 https://repository.li.mahidol.ac.th/handle/123456789/18904 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=44349090861&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 Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
Manat Pohmakotr
Supakeat Kambutong
Patoomratana Tuchinda
Chutima Kuhakarn
Asymmetric synthesis of pentenomycin I, epipentenomycin I, and their analogs
description The synthetic utility of the intramolecular acylation of α-sulfinyl carbanions as an efficient and general synthetic approach for the preparation of (-)-pentenomycin I (1) and (-)-epipentenomycin I (5) and their enantiomers (ent-1 and ent-5), starting from chiral (2S,5S,6S)-ester 6 and ent-6, respectively, has been demonstrated. Easy accesses to pentenomycin analogs have also been demonstrated through the Pummerer, Suzuki-Miyaura, and Sonogashira reactions. © 2008 Elsevier Ltd. All rights reserved.
author2 Mahidol University
author_facet Mahidol University
Manat Pohmakotr
Supakeat Kambutong
Patoomratana Tuchinda
Chutima Kuhakarn
format Article
author Manat Pohmakotr
Supakeat Kambutong
Patoomratana Tuchinda
Chutima Kuhakarn
author_sort Manat Pohmakotr
title Asymmetric synthesis of pentenomycin I, epipentenomycin I, and their analogs
title_short Asymmetric synthesis of pentenomycin I, epipentenomycin I, and their analogs
title_full Asymmetric synthesis of pentenomycin I, epipentenomycin I, and their analogs
title_fullStr Asymmetric synthesis of pentenomycin I, epipentenomycin I, and their analogs
title_full_unstemmed Asymmetric synthesis of pentenomycin I, epipentenomycin I, and their analogs
title_sort asymmetric synthesis of pentenomycin i, epipentenomycin i, and their analogs
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/18904
_version_ 1763489031748845568