146311-08-2Relevant academic research and scientific papers
α-(Arylsulfonamido)borneols as Auxiliaries in Asymmetric Synthesis: An Efficient and Highly Stereoselective Method for the Reduction of α-Keto Esters
Xiang, Yi Bin,Snow, Ken,Belley, Michel
, p. 993 - 994 (2007/10/02)
A method for preparation of enantiomerically pure α-hydroxy esters by stereoselective reduction of chiral α-keto esters under convenient conditions (LiAlH(OCEt3)3, THF, 0 deg C) has been developed.The compounds exo,exo-3-(arylsulfonamido)-2-borneol and exo,exo-2-(arylsulfonamido)-3-borneol have been used as novel auxiliaries to achieve highly diastereoselective reductions.The auxiliaries can be removed by mild saponification (LiOH, THF-H2O, rt) without racemization of the reduced products.
