Tetrahedron

Activation and synthetic applications of thiostannanes: Thioalkoxylation of acetals

T Sato, J Otera, H Nozaki

Index: Sato, Tsuneo; Otera, Junzo; Nozaki, Hitosi Tetrahedron, 1989 , vol. 45, # 4 p. 1209 - 1218

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Citation Number: 17

Abstract

The Sn-S bonds in thiostannanes, BunSn (SPh) 4− n, are activated towards acetals in the presence of BF3· OEt2. Acetals of various aldehydes and ketones are converted into the corresponding monothioacetals under mild conditions. Employment of α-enal acetals induces Michael addition to give synthetically useful γ-alkoxyally sulfides.

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