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■ Synthesis of Tetrasubstituted Pyrrolidine Derivatives Employing β-Lactam as a Chiral Building Block

Genta Tadano, Koji Ishikura, and Keiji Tanino*

*Department of Chemistry, Graduate School of Science, Hokkaido University, Kita 10 Nishi 8, Kita-ku, Sapporo, Hokkaido 060-0810, Japan

Abstract

A new method for constructing tetrasubstituted pyrrolidine derivatives using the known β-lactam as a chiral building block was developed. After construction of a carbapenem skeleton, the β-lactam moiety was cleaved to afford a multi-substituted pyrrolidine. The present method was employed for the synthesis of A-315675 analogs 1 and 2.