Abstract
A powerful nonenzymatic desymmetrization of a meso-diol, coupled with an efficient diastereoselective C–C bond formation at one of the enantiotopic sites is reported. The key step consists of the selection by sec-butyllithium/(−)-sparteine between enantiotopic and diastereotopic groups in the deprotonation step [Eq. (a)]. Kinetic resolutions of desymmetrized racemates (El = [D1] or Me3Sn) also were achieved.
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