Tetrahedron

Generation and reactions of alkynylsamariums

M Kunishima, D Nakata, S Tanaka, K Hioki, S Tani

Index: Kunishima, Munetaka; Nakata, Daisuke; Tanaka, Shinobu; Hioki, Kazuhito; Tani, Shohei Tetrahedron, 2000 , vol. 56, # 51 p. 9927 - 9935

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Citation Number: 31

Abstract

Three methods have been developed for generating alkynylsamariums:(1) reduction of iodoalkynes with SmI2 in the presence of HMPA,(2) deprotonation at the terminal position of 1-alkynes either by tetrahydrofurylsamarium generated by PhI and SmI2 in THF, or,(3) deprotonation by butyllithium followed by metal–metal exchange with SmI3. Alkynylsamariums arising from iodoalkynes with SmI2 undergo coupling with carbonyl ...