153525-03-2Relevant academic research and scientific papers
Enantioselective synthesis of β-hydroxy carboxylic acids: Direct conversion of β-oxocarboxylic acids to enantiomerically enriched β-hydroxy carboxylic acids via neighboring group control
Wang, Zhe,Zhao, Chunlin,Pierce, Michael E.,Fortunak, Joseph M.
, p. 225 - 228 (1999)
β-Oxocarboxylic acids can be reduced to the corresponding β-hydroxy carboxylic acids employing DIP-Cl(TM) as a reducing agent. The β-carboxylic substituent exerts a remarkable neighboring group effect on the reduction. The reaction presumably proceeds in an intramolecular fashion through a 'rigid' bicyclic transition state assembly, which produces enantioselectivities approaching 99%.
