Journal of the American Chemical Society

A general, catalytic, and enantioselective synthesis of. alpha.-amino acids

EJ Corey, JO Link

文献索引：Corey, E. J.; Link, John O. Journal of the American Chemical Society, 1992 , vol. 114, # 5 p. 1906 - 1908

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被引用次数: 231

摘要

I. The pathway for the conversion of the (trichloromethy1)-carbinols 2 to (S)-a-amino acids is outlined in Scheme I. In general, treatment of the (R)-(trichloromethy1) carbinols 2 with NaOH (4 equiv) and NaN3 (2 equiv) in homogeneous solution in aqueous 1, 2dimethoxyethane at 23 OC for 12 h effected smooth conversion to (S)-a-azido acids 3 with clean inversion of configuration. The reaction is considered to proceed via the ...