Tetrahedron Letters

Studies on the reactions of α, β-enones with allyl indium reagent; effects of TMSCl as promoter on regioselectivity

PH Lee, H Ahn, K Lee, S Sung, S Kim

Index: Lee, Phil Ho; Ahn, Hyosoon; Lee, Kooyeon; Sung, Sun-Young; Kim, Sunggak Tetrahedron Letters, 2001 , vol. 42, # 1 p. 37 - 39

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Citation Number: 75

Abstract

Regioselectivity on the reactions of α, β-enones with allyl indium reagents in the presence of TMSCl was systematically studied. 2-Cyclohexen-1-one,(R)-carvone, 2-cyclohepten-1-one and chalcone produced 1, 4-addition products in good yields, whereas 2-cyclopenten-1- one, 2-methylcyclopenten-1-one, 4, 4-dimethylcyclohexen-1-one and acyclic α, β-enones afforded 1, 2-addition products.