Bulletin of the Chemical Society of Japan p. 3093 - 3098 (1983)
Update date:2022-08-10
Topics:
Saimoto
Nishio
Yamamoto
Shinoda
Hiyama
Nozaki
A new method is reported for constructing alpha -methylene- gamma -butyrolactone moiety under neutral, anhydrous conditions. Olefin-dibromocarbene adducts were transformed into methyl 1-(dimethylaminoethyl)cyclopropanecarboxylates. Treatment with trimethylsily iodide followed by thermolytic distillation of the crude products gave alpha -methylene gamma -butyrolactones with high regio- and stereoselectivity.
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