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Communication | Regular issue | Vol 65, No. 11, 2005, pp.2587-2592
Published online, 6th September, 2005
DOI: 10.3987/COM-05-10533
A Ring-opening Cross-metathesis Reaction of N-Trialkylsilyl 2-Azabicyclo[2.2.1]hept-5-en-3-one with Allyltrimethylsilane

Minoru Ishikura,* Miyako Hasunuma, and Kazuo Yanada

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

Abstract

Subjection of N-trialkylsilyl-2-azabicyclo[2.2.1]hept-5-en-3-one (1) to a ring-opening cross-metathesis reaction with allyltrimethylsilane in the presence of Grubbs’ catalyst was found to allow the predominate formation of pyrrolidine (3) over pyrrolidine (4).