Synthesis

Direct Preparation of Allylstannanes from Allyl Alcohols: Convenient Synthesis of β-Substituted Allylstannanes and of Stereodefined γ-Substituted Allylstannanes

S Weigand, R Brückner

Index: Weigand, Stefan; Brueckner, Reinhard Synthesis, 1996 , # 4 p. 475 - 482

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Citation Number: 30

Abstract

Sf; Reactions between allyl dithiocarbonates (eg com-pound 10, 17 Scheme 4), allyl dithioiminocarbonates, 18 allyl sulfides (eg compound 1119) or allyl sulfones (eg compound 122) and Bu3Sn'radicals also lead to allyl-stannanes. Due to the elevated temperatures, none of these reactions reveals more than a modest trans selectivity; trans/cis ratios vary between 90: 10 and 70: 30.