Organic letters

The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst

G Li, HX Wei, BS Phelps, DW Purkiss, SH Kim

Index: Li, Guigen; Wei, Han-Xun; Phelps, Brian S.; Purkiss, David W.; Kim, Sun Hee Organic Letters, 2001 , vol. 3, # 6 p. 823 - 826

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Citation Number: 61

Abstract

The asymmetric catalytic aldol reaction of silyl allenolates with aldehydes has been achieved by using N-C3F7CO oxazaborolidine as the catalyst. The fluoroacyl group of the catalyst was found to be crucial for control of enantioselectivity. The reaction provides the first enantioselective approach to β-halo Baylis-Hillman-type adducts.