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■ Ruthenium-catalyzed Ring-opening Cross-Metathesis Reaction of 2-Azabicyclo[2.2.1]hept-5-en-3-one

Minoru Ishikura,* Makoto Saijo, and Ayako Hino

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan

Abstract

An examination of the ring-opening cross-metathesis reaction of 2-azabicyclo[2.2.1]hept-5-en-3-one (ABH) (1a) with allyltrimethylsilane in the presence of Grubbs’ catalyst showed that a pair of regioisomeric products (2) (R=Boc) and (3) (R=Boc) could be isolated instead of the known regioselective formation of 2 (R=Boc).