Abstract

The five-step, chromatography-free asymmetric synthesis of 3 from 1 in 71% overall yield is reported. Starting from one stereogenic center, which was induced by CBS reduction in >98% ee, the pyrrolidine ring was formed with complete inversion at the C-4 center. Following trans/cis epimerization-saponification afforded the pure trans-pyrrolidine carboxylic acid 3 in >99.6% chemical and optical purity. This synthesis was also shown to be applicable to aryl substrates with electronically neutral and rich substituents.

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