Reformatsky type reaction with new aluminium reagents containing Al-Sn or Al-Pb linkage.

S Matsubara, N Tsuboniwa, Y Morizawa…

Index: Matsubara; Tsuboniwa; Morizawa; Oshima; Nozaki Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 11 p. 3242 - 3246

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Citation Number: 26

Abstract

Treatment of α-bromo carbonyl compounds with the reagent prepared from n-Bu 3 SnLi and Et 2 AlCl or from SnCl 2 and Et 2 AlCl affords enolates which react with ketone or aldehyde to give β-hydroxy carbonyl compounds in good to excellent yields. The reactions proceed similarly with the reagents which are generated from R 3 PbLi (R= Ph, n-Bu) and Et 2 AlCl. Catalysis by the added Pd (PPh 3) 4 complex promotes the reduction effectively and ...