Synlett

A Novel Preparation of Allylic Trichlorotins from α, α-Diisopropylhomoallylic Alcohols and Its Application to Carbonyl Allylations

Y Masuyama, K Saeki, S Horiguchi, Y Kurusu

Index: Masuyama; Saeki; Horiguchi; Kurusu Synlett, 2001 , # 11 p. 1802 - 1804

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Abstract

Abstract: a, a-Diisopropylhomoallylic alcohols react with tin (II) chloride and NCS in CH2Cl2 at–40 C to–60 ºC to produce allylic tins and diisopropyl ketone, and the allylic tins in situ cause nucleophilic addition to aldehydes to afford a-substituted homoallylic alcohols. Key words: nucleophilic additions, allylations, organometallic reagents, allylic tins, homoallylic alcohols

36971-15-0

α,α-diisopropyl...

~35%

~68%

~70%

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