An effective and selective conjugate propargylation reaction of stannylallenes to. alpha.,. beta.-unsaturated carbonyl compounds and. alpha.-nitro olefins

J Haruta, K Nishi, S Matsuda, S Akai…

Index: Haruta, Jun-ichi; Nishi, Koichi; Matsuda, Satoshi; Akai, Shuji; Tamura, Yasumitsu; Kita, Yasuyuki Journal of Organic Chemistry, 1990 , vol. 55, # 16 p. 4853 - 4859

Full Text: HTML

Citation Number: 42

Abstract

Stannylallenes (1) reacted with a,@-unsaturated carbonyl compounds and a-nitro olefins in the presence of TiCll to give the corresponding conjugate propargylation products. Thus, the reaction of 1 with cyclic and acyclic a,@-unsaturated carbonyl compounds (2) gave 6- propargylic ketones (3) in high yields. With a-nitro olefins (4), two types of products, 8- propargylic nitroalkanes (5) and a-propargylic ketones (6), were obtained selectively ...