Synthesis Of Γ-alkylidenebutenolides Research Articles

Ring-Closing Metathesis Reactions of Acyloxysulfones: Synthesis of γ-Alkylidene Butenolides

An acyloxysulfone ring-closing metathesis/sulfone elimination sequence has been developed for the preparation of various γ-alkylidene butenolides. The elimination is proposed to proceed via an E1cb mechanism leading to (<i>Z</i>)-γ-alkylidene butenolides as the major products.

Regioselective Synthesis of (E)‐5‐(Tributylstannylmethylidene)‐5H‐furan‐2‐ones and (E)‐3‐(Tributylstannylmethylidene)‐3H‐isobenzofuran‐1‐ones: Easy Access to γ‐Alkylidenebutenolide and Phthalide Skeletons.

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Regio- and Stereoselective Synthesis of γ-Alkylidenebutenolides by Cyclization of Dilithiated 1,3-Dicarbonyl Compounds with N,N'-Dimethoxy-N,N'-dimethylethane- diamide.

The remarkably simple synthesis of γ-alkylidenebutenolides 3 is achieved by cyclization of the dilithiated 1,3-dicarbonyl compounds 1 with N,N'-dimethoxy-N,N'-dimethylethanediamide (2). This regio- and stereoselective cyclization provides a route to a wide range of butenolides, which are of pharmacological relevance and of importance for natural product synthesis.