Chemistry Letters

Highly regioselective addition of allylstannanes to vinyl epoxides by Lewis acid mediation

Y Naruta, K Maruyama

Index: Naruta, Yoshinori; Maruyama, Kazuhiro Chemistry Letters, 1987 , p. 963 - 966

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Citation Number: 16

Abstract

In the presence of BF 3· OEt 2, reaction of allylstannanes with vinyl epoxides gives 1, 2 or 1, 4 addition products in good yield, depending on the substitution at the olefinic terminus. In either case regioselectivity is extremely high. The 1, 2 adduct is applied to the elongation of a prenyl unit in polyprenyl compounds.

~71%

~14%

~8%

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