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Syntheses of stereodefined β-alkylidene-γ-lactones and substituted β, γ-unsaturated δ-lactones

✍ Scribed by Yuhshan Lee; William Leong; George Zweifel

Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
810 KB
Volume
3
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

1‐Trimethylsilyl‐1,3‐diyne derived trans‐bis(trimethylstannyl) enynes undergo stepwise transmetallation with methyllithium to furnish the corresponding enynyllithium reagents. The application, in various orders, of a sequence of transmetallation‐protonation‐alkylation‐hydroxyalkylation‐hydroboration‐oxidation reactions provides a novel approach to stereo‐defined β‐alkylidene γ‐lactones and β, γ‐unsaturated δ‐lactones.

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