Tetrahedron letters

Regiochemical preferences in selenoaldehyde cycloadditions

PT Meinke, GA Krafft

Index: Meinke, Peter T.; Krafft, Grant A. Tetrahedron Letters, 1987 , vol. 28, # 43 p. 5121 - 5124

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Citation Number: 37

Abstract

Abstract The regiochecnical preferences of substituted selenoaldehydes in cycloaddition reactions with electronically biased dienes have been examined. Selenoaldehydes substituted with electron withdrawing groups exhibit “ortho-para” orientation, while selenoaldehydes substituted with donating or conjugating groups exhibit “meta” orientation. Nitrile oxide dipolar cycloadditions of selenoformaldehyde and selenobenzaldehyde are ...