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Electrophile-induced Cyclizations of Silyl-substituted 4-Alken-1-ols by Gunadi Adiwidjaja; H. Flörke; A. Kirschning; Ernst Schauman is a Chemistry article available to read on EtoBox.

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## Abstract Silyl‐substituted 4‐alken‐1‐ols cyclize in the presence of a wide range of electrophilic reagents to give substituted tetra‐hydrofurans. The silyl group accelerates ring closure by its β‐effect and its position determines the efficiency of stereo‐control. Thus, a vinylic silyl group as in 1, 3‐9 gives mixtures of 2,5‐disubstituted tetrahydrofurans 2, 10‐21, favoring formation of the __trans__ isomer. In contrast, an allylic silyl group as in 28‐30 exerts a high degree of stereocontrol, generally affording 2,3‐__trans__‐disubstituted tetrahydrofurans 31‐36.

Who reads Electrophile-induced Cyclizations of Silyl-substituted 4-Alken-1-ols?

Author

Gunadi Adiwidjaja; H. Flörke; A. Kirschning; Ernst Schauman

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); VCH Verlagsgesellschaft; Wiley (ISSN 0947-3440)

Published

1995

Language

EN

Field

Chemistry (Physical Sciences)