Issue 2, 1986

Quasi-template effect: a tool for controlling stereochemistry in acyclic systems. Attempted stereoselective synthesis of α,α′-dimethoxystilbene

Abstract

Alkylation with methyl tosylate of stilbenediol dianion, prepared in the reaction of benzoin with a series of alkali-metal hydroxides in THF, gave (E)- and (Z)-α,α′-dimethoxystilbenes as the major products in most cases, the E:Z ratio of which varies from 0.4 to 5.0 depending upon the alkali-metal cation employed; the results are rationalized in the quasi-template effect in an acyclic system and the hard–soft ion principle.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1986, 259-262

Quasi-template effect: a tool for controlling stereochemistry in acyclic systems. Attempted stereoselective synthesis of α,α′-dimethoxystilbene

Y. Inoue, H. Ikeda and T. Hakushi, J. Chem. Soc., Perkin Trans. 2, 1986, 259 DOI: 10.1039/P29860000259

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