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

✍ Scribed by Dieter Enders; Helmut Kipphardt; Peter Gerdes; Leonardo J. Breña-Valle; Vidya Bhushan

Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
648 KB
Volume
97
Category
Article
ISSN
0037-9646

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✦ Synopsis

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)-2,5 and 2 and the hydrazines (S)-a, is described on a molar scale. As key step, the Grignard or RLi addition to the N-benzylated proline ester ( S ) -l is used.

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