Abstract

Abstract The [5+2]cycloaddition reaction of 2-substituted-3-oxidopyrylium betaine with dialkyl fumarates was found to proceed with stereoselectivity up to 15.5 : 1. The stereoselectivity became higher as either the 2-substituent of the 3-oxidopyrylium or the alkoxy group of the fumarate became larger. The stereoselectivity could be rationalized by considering these steric effects.

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