Large scale preparation of versatile chiral auxiliaries derived from (S)??proline1

…, H Kipphardt, P Gerdes, LJ Breña??Valle…

Index: Enders, Dieter; Kipphardt, Helmut; Gerdes, Peter; Brena-Valle, Leonardo J.; Bhushan, Vidya Bulletin des Societes Chimiques Belges, 1988 ,  vol. 97,  # 8-9  p. 691 - 704

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Citation Number: 99

Abstract

Abstract The synthesis of a variety of enantiomerically pure chiral auxiliaries based on (S)- proline and bearing sterically demanding side chains at the pyrrolidine moiety, such as the secondary amines (S)-3, 5 and 7 and the hydrazines (S)-6, is described on a molar scale. As key step, the Grignard or RLi addition to the N-benzylated proline ester (S)-1 is used.