𝔖 Bobbio Scriptorium
✦   LIBER   ✦

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

✍ Scribed by Peter Langer; Martin Stoll


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
90 KB
Volume
38
Category
Article
ISSN
0044-8249

No coin nor oath required. For personal study only.

✦ Synopsis


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.