A simple, general diastereoselective synthesis of 5-hydroxyalkylbutan-4-olides

Jefford, Charles; Wang, Ying

doi:10.1039/C39870001513

Scientific article

English

A simple, general diastereoselective synthesis of 5-hydroxyalkylbutan-4-olides

ContributorsJefford, Charles; Wang, Ying

Published inJournal of the Chemical Society. Chemical communications, no. 20, p. 1513-1514

Publication date1987

Abstract

cis- and trans-Hex-4-enoic acids and their 6-n-propyl and n-butyl derivatives, when treated with a 1.1 molar excess of m-chloroperbenzoic acid and Amberlyst-15 as catalyst in CH₂CI₂ at 20 °C, gave the corresponding threo- and erythro-5-hydroxyalkylbutan-4-olides in quantitative yields.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

JEFFORD, Charles, WANG, Ying. A simple, general diastereoselective synthesis of 5-hydroxyalkylbutan-4-olides. In: Journal of the Chemical Society. Chemical communications, 1987, n° 20, p. 1513–1514. doi: 10.1039/C39870001513

Article (Published version)

Identifiers

PID : unige:166751
DOI : 10.1039/C39870001513

Additional URL for this publicationhttp://xlink.rsc.org/?DOI=c39870001513

Journal ISSN0022-4936

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A simple, general diastereoselective synthesis of 5-hydroxyalkylbutan-4-olides

cis- and trans-Hex-4-enoic acids and their 6-n-propyl and n-butyl derivatives, when treated with a 1.1 molar excess of m-chloroperbenzoic acid and Amberlyst-15 as catalyst in CH2CI2 at 20 °C, gave the corresponding threo- and erythro-5-hydroxyalkylbutan-4-olides in quantitative yields.

Technical informations

cis- and trans-Hex-4-enoic acids and their 6-n-propyl and n-butyl derivatives, when treated with a 1.1 molar excess of m-chloroperbenzoic acid and Amberlyst-15 as catalyst in CH₂CI₂ at 20 °C, gave the corresponding threo- and erythro-5-hydroxyalkylbutan-4-olides in quantitative yields.