Asymmetric Synthesis of <i>anti</i>-β-Amino-α-Hydroxy Esters via Dynamic Kinetic Resolution of β-Amino-α-Keto Esters
作者:C. Guy Goodman、Dung T. Do、Jeffrey S. Johnson
DOI:10.1021/ol4009206
日期:2013.5.17
method for the asymmetricsynthesis of enantioenriched anti-α-hydroxy-β-amino acid derivatives by enantioconvergent reduction of the corresponding racemic α-keto esters is presented. The requisite α-keto esters are prepared via Mannich addition of ethyl diazoacetate to imines followed by oxidation of the diazo group with Oxone. Implementation of a recently developed dynamickinetic resolution of β-substituted-α-keto
Synthesis of Complex Tertiary Glycolates by Enantioconvergent Arylation of Stereochemically Labile α-Keto Esters
作者:Samuel L. Bartlett、Kimberly M. Keiter、Jeffrey S. Johnson
DOI:10.1021/jacs.7b00943
日期:2017.3.15
acids and racemic β-stereogenic α-keto esters have been developed. The reactions are catalyzed by a chiral (diene)Rh(I) complex and provide a wide array of β-stereogenic tertiary aryl glycolate derivatives with high levels of diastereo- and enantioselectivity. Racemization studies employing a series of sterically differentiated tertiary amines suggest that the steric nature of the amine base additive