Kentaro Asahi, H. Nishino
Apr 13, 2009
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Journal
Synthesis
Abstract
N-Propenyl-3-oxobutanamides underwent the manganese(III)-induced oxidative intramolecular cyclization in ethanol to produce 3-azabicyclo[3.1.0]hexan-2-ones in good yields. A similar reaction of propenyl 3-oxobutanoates and S-propenyl 3-oxobutane-thioates also gave the corresponding 3-oxa- and 3-thiabicyclo[3.1.0]hexan-2-ones. The reaction details, the structure determination, and the reaction pathway are described.