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Boron-mediated aldol reactions of ethyl α-(N,N)-dibenzylamino ketones: control of enolisation geometry and aldehyde π-facial selectivity
Authors:Ian Paterson  Angela C Mackay
Abstract:The boron-mediated aldol reactions of a range of chiral α-(N,N)-dibenzylamino ketones with aldehydes can be controlled to provide stereodefined adducts. Complementary induction can be achieved with cHex2BCl/Me2NEt leading to preferential formation of the 1,2-anti-2,4-syn adducts, while Bu2BOTf/iPr2NEt provides 1,2-syn-2,4-anti adducts.
Keywords:boron aldol   amino acids   amino ketones   stereoinduction   libraries
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