Control of the Diastereoselectivity of the Allylation and Deuteration of 2-Hydroxyalkyl Aryl Sulfoxides

Abstract
Radical allylation and deuteration of diastereomeric 2-hydroxyalkyl aryl sulfoxides were investigated. Modest diastereoselectivities were observed with the syn precursors while the anti ones gave good levels of selectivity. The configuration at C(1) can be inverted by protecting the free OH group as a tert-butyldimethylsilyl ether.

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