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An efficient and convenient synthesis of bridged δ-lactones

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
32
Issue
43
Identifiers
DOI: 10.1016/0040-4039(91)80778-5

Abstract

Abstract endo -4-Ethoxycarbonyl-4-(phenylthio)-9-methylene-2-oxabicyclo-[3.3.1]nonan-3-ones ( 5a–c) and their related compounds 5e–h, endo -4-ethoxycarbonyl-4-(phenylthio)-8-methylene-2-oxabicyclo[3.2.1]octan-3-one ( 5d) were synthesized from α-diazomalonates 3 of 2-(phenylthio)cyclohex-2-en-1-ols ( 1a–c) and their related compounds e–h, and 2-(phenylthio)cyclopent-2-en-1-ol ( 1d), respectively, via the [2,3]sigmatropic rearrangement of cyclic allylsulfonium ylides 4.

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