Enantioselective Synthesis of Diverse. alpha.-Amino Phosphonate Diesters

AB Smith III, KM Yager, CM Taylor

文献索引：Smith III, Amos B.; Yager, Kraig M.; Taylor, Carol M. Journal of the American Chemical Society, 1995 , vol. 117, # 44 p. 10879 - 10888

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被引用次数: 152

摘要

Abstract: An efficient, versatile protocol for the synthesis of highly enantioenriched a-amino phosphonate diesters has been devised. Addition of lithium diethyl phosphite to chiral chelating imines 31a-j, prepared from a variety of aldehydes and the chiral auxiliary (R)-(-)-1- amino-1-phenyl-2-methoxyethane (29), generated predominantly the (R, R) diastereomers 33. Hydrogenolysis then furnished a-amino phosphonates 15; in most examples, the ...