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.
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Enders et al. (1988) studied this question.
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