Tetrahedron Letters p. 5501 - 5504 (1998)
Update date:2022-08-17
Topics:
Wang, Zhe
La, Brittany
Fortunak, Joseph M.
Meng, Xian-Jun
Kabalka, George W.
α-Oxocarboxylic acids can be reduced to the corresponding α-hydroxy carboxylic acids employing DIP-CI(TM) as a reducing agent. The α-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%.
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