Vicinal dianions of diethyl α-aroylsuccinates: A general synthetic route to α-aroyl- and α-arylidene-γ-butyrolactones

Vicinal dianions derived from diethyl α-aroylsuccinates were found to react with carbonyl compounds β-regioselectively to afford α-aroyl-γ-butyrolactones, which were converted into α-arylidene-γ-butyrolactones by reduction with H2/Pd-C followed by elimination employing methanesulfonyl chloride in py...

Full description

Saved in:
Bibliographic Details
Main Authors: Manat Pohmakotr, Laddawan Sampaongoen, Arisara Issaree, Patoomratana Tuchinda, Vichai Reutrakul
Other Authors: Mahidol University
Format: Article
Published: 2018
Subjects:
Online Access:https://repository.li.mahidol.ac.th/handle/123456789/20699
Tags: Add Tag
No Tags, Be the first to tag this record!
Institution: Mahidol University
id th-mahidol.20699
record_format dspace
spelling th-mahidol.206992018-07-24T10:29:05Z Vicinal dianions of diethyl α-aroylsuccinates: A general synthetic route to α-aroyl- and α-arylidene-γ-butyrolactones Manat Pohmakotr Laddawan Sampaongoen Arisara Issaree Patoomratana Tuchinda Vichai Reutrakul Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics Vicinal dianions derived from diethyl α-aroylsuccinates were found to react with carbonyl compounds β-regioselectively to afford α-aroyl-γ-butyrolactones, which were converted into α-arylidene-γ-butyrolactones by reduction with H2/Pd-C followed by elimination employing methanesulfonyl chloride in pyridine. The method provides a general and convenient route to α-aroyl- and α-arylidene-γ-butyrolactones. © 2003 Elsevier Ltd. All rights reserved. 2018-07-24T03:19:07Z 2018-07-24T03:19:07Z 2003-08-25 Article Tetrahedron Letters. Vol.44, No.35 (2003), 6717-6720 10.1016/S0040-4039(03)01622-8 00404039 2-s2.0-0043172234 https://repository.li.mahidol.ac.th/handle/123456789/20699 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0043172234&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
Laddawan Sampaongoen
Arisara Issaree
Patoomratana Tuchinda
Vichai Reutrakul
Vicinal dianions of diethyl α-aroylsuccinates: A general synthetic route to α-aroyl- and α-arylidene-γ-butyrolactones
description Vicinal dianions derived from diethyl α-aroylsuccinates were found to react with carbonyl compounds β-regioselectively to afford α-aroyl-γ-butyrolactones, which were converted into α-arylidene-γ-butyrolactones by reduction with H2/Pd-C followed by elimination employing methanesulfonyl chloride in pyridine. The method provides a general and convenient route to α-aroyl- and α-arylidene-γ-butyrolactones. © 2003 Elsevier Ltd. All rights reserved.
author2 Mahidol University
author_facet Mahidol University
Manat Pohmakotr
Laddawan Sampaongoen
Arisara Issaree
Patoomratana Tuchinda
Vichai Reutrakul
format Article
author Manat Pohmakotr
Laddawan Sampaongoen
Arisara Issaree
Patoomratana Tuchinda
Vichai Reutrakul
author_sort Manat Pohmakotr
title Vicinal dianions of diethyl α-aroylsuccinates: A general synthetic route to α-aroyl- and α-arylidene-γ-butyrolactones
title_short Vicinal dianions of diethyl α-aroylsuccinates: A general synthetic route to α-aroyl- and α-arylidene-γ-butyrolactones
title_full Vicinal dianions of diethyl α-aroylsuccinates: A general synthetic route to α-aroyl- and α-arylidene-γ-butyrolactones
title_fullStr Vicinal dianions of diethyl α-aroylsuccinates: A general synthetic route to α-aroyl- and α-arylidene-γ-butyrolactones
title_full_unstemmed Vicinal dianions of diethyl α-aroylsuccinates: A general synthetic route to α-aroyl- and α-arylidene-γ-butyrolactones
title_sort vicinal dianions of diethyl α-aroylsuccinates: a general synthetic route to α-aroyl- and α-arylidene-γ-butyrolactones
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/20699
_version_ 1763492947146309632