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Remarkable stereocontrol observed in the ring formation by intramolecular hosomi-sakurai reaction
Authors:Takashi Tokoroyama  Masamitsu Tsukamoto  Hideo Iio
Affiliation:Faculty of Science, Osaka City University, Sumiyoshi-ku, Osaka 558, Japan
Abstract:
The cyclization of 2-(3′,4′-dimethyl6?′-trimethylsilyl-4′-hexenyl)-2-cyclohexenone with TiCl4, afforded stereospecifically 6α,7α-dimethyl-6β-vinyl-5βH-1-decalone derivative and the two-fold diastereoselection involved is reasoned in terms of orientation control and folding strain control.
Keywords:
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