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Do the Electronic Effects of Sulfur Indeed Control the π-Selectivity of γ-Sulfenyl Enones? An Investigation

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journal contribution
posted on 28.05.2004, 00:00 by Veejendra K. Yadav, K. Ganesh Babu, Masood Parvez
The electronic effects of sulfur in γ-sulfenyl enones are not transmitted to the carbonyl carbon through the π bond as reported previously. The diastereoselectivity is rather controlled by a combination of several other factors. The steric effects arising from the substituents on the sulfur atom and the γ-carbon and the bulk of the nucleophile constitute the major control elements.