Intramolecular acylation of α-sulfinyl carbanions with masked α,β-unsaturated esters: a general strategy to 5-alkylidene-2-cyclopentenones

A general method for the preparation of 5-alkylidene-2-cyclopentenones and their 2-phenylsulfanyl substituted derivatives, involving the intramolecular acylation of α-sulfinyl carbanions with cyclopentadiene-α,β-unsaturated esters as the key reaction followed by flash vacuum pyrolysis, is described....

Full description

Saved in:
Bibliographic Details
Main Authors: Manat Pohmakotr, Sirinporn Thamapipol, Patoomratana Tuchinda, Vichai Reutrakul
Other Authors: Mahidol University
Format: Article
Published: 2018
Subjects:
Online Access:https://repository.li.mahidol.ac.th/handle/123456789/24246
Tags: Add Tag
No Tags, Be the first to tag this record!
Institution: Mahidol University
id th-mahidol.24246
record_format dspace
spelling th-mahidol.242462018-08-24T09:15:51Z Intramolecular acylation of α-sulfinyl carbanions with masked α,β-unsaturated esters: a general strategy to 5-alkylidene-2-cyclopentenones Manat Pohmakotr Sirinporn Thamapipol Patoomratana Tuchinda Vichai Reutrakul Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics A general method for the preparation of 5-alkylidene-2-cyclopentenones and their 2-phenylsulfanyl substituted derivatives, involving the intramolecular acylation of α-sulfinyl carbanions with cyclopentadiene-α,β-unsaturated esters as the key reaction followed by flash vacuum pyrolysis, is described. The reactions start from readily available Diels-Alder adducts, synthons of α-carbanions of α,β-unsaturated esters. © 2006 Elsevier Ltd. All rights reserved. 2018-08-24T01:43:13Z 2018-08-24T01:43:13Z 2007-02-19 Article Tetrahedron. Vol.63, No.8 (2007), 1806-1820 10.1016/j.tet.2006.12.036 00404020 2-s2.0-33846238520 https://repository.li.mahidol.ac.th/handle/123456789/24246 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=33846238520&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
Sirinporn Thamapipol
Patoomratana Tuchinda
Vichai Reutrakul
Intramolecular acylation of α-sulfinyl carbanions with masked α,β-unsaturated esters: a general strategy to 5-alkylidene-2-cyclopentenones
description A general method for the preparation of 5-alkylidene-2-cyclopentenones and their 2-phenylsulfanyl substituted derivatives, involving the intramolecular acylation of α-sulfinyl carbanions with cyclopentadiene-α,β-unsaturated esters as the key reaction followed by flash vacuum pyrolysis, is described. The reactions start from readily available Diels-Alder adducts, synthons of α-carbanions of α,β-unsaturated esters. © 2006 Elsevier Ltd. All rights reserved.
author2 Mahidol University
author_facet Mahidol University
Manat Pohmakotr
Sirinporn Thamapipol
Patoomratana Tuchinda
Vichai Reutrakul
format Article
author Manat Pohmakotr
Sirinporn Thamapipol
Patoomratana Tuchinda
Vichai Reutrakul
author_sort Manat Pohmakotr
title Intramolecular acylation of α-sulfinyl carbanions with masked α,β-unsaturated esters: a general strategy to 5-alkylidene-2-cyclopentenones
title_short Intramolecular acylation of α-sulfinyl carbanions with masked α,β-unsaturated esters: a general strategy to 5-alkylidene-2-cyclopentenones
title_full Intramolecular acylation of α-sulfinyl carbanions with masked α,β-unsaturated esters: a general strategy to 5-alkylidene-2-cyclopentenones
title_fullStr Intramolecular acylation of α-sulfinyl carbanions with masked α,β-unsaturated esters: a general strategy to 5-alkylidene-2-cyclopentenones
title_full_unstemmed Intramolecular acylation of α-sulfinyl carbanions with masked α,β-unsaturated esters: a general strategy to 5-alkylidene-2-cyclopentenones
title_sort intramolecular acylation of α-sulfinyl carbanions with masked α,β-unsaturated esters: a general strategy to 5-alkylidene-2-cyclopentenones
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/24246
_version_ 1763491744375111680