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Acyclic stereoselection. 35. Effect of cation on diastereofacial selectivity in aldol reactions of a chiral α-silyloxy ketone.
Authors:Clayton H Heathcock  Simeon Arseniyadis
Institution:Department of Chemistry, University of California Berkeley, California 94720 U.S.A.
Abstract:By an appropriate choice of cation, three of the four possible aldols from the reactions of the chiral α-silyloxy ketone 1 with aldehydes may be obtained. The Z, lithium enolate provides 6, the Z, boron enolate gives 7, and the E magnesium enolate affords 8.
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