Parallel synthesis of homochiral β-amino acids

SG Davies, AW Mulvaney, AJ Russell, AD Smith

Index: Davies, Stephen G.; Mulvaney, Andrew W.; Russell, Angela J.; Smith, Andrew D. Tetrahedron Asymmetry, 2007 , vol. 18, # 13 p. 1554 - 1566

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Citation Number: 37

Abstract

The parallel asymmetric synthesis of an array of 30 β-amino acids of high enantiomeric purity using the conjugate addition of homochiral lithium N-benzyl-N-(α-methylbenzyl) amide as the key step is accomplished. The experimental simplicity and highly practical nature of the protocol is demonstrated by the efficient parallel conversion of 15 α, β-unsaturated esters to both enantiomeric series of the corresponding β-amino acids in high overall yields and ...