Abstract

The chiral oxazaborolidinone ( 1 and 2) -promoted asymmetric aldol reaction of pivalaldehyde with silyl nucleophile 3 resulted in excellent syn selectivity of the corresponding aldol with 96% ee. The catalyst (promoter) control was examined in the reaction with highly hindered aldehydes, 4 and 9. The reaction of 4 in the presence of 2 gave almost enantiopure aldol 7 (>50:1) with syn selectivity (4:1) in good yield.

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