Stereoselective Synthesis of the Spirocyclic γ-Lactam Core of the Ansalactams

安沙拉坦螺环γ-内酰胺核心的立体选择性合成

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Abstract

Ansalactam A is an ansa macrolide natural product that contains a densely functionalized spiro-γ-lactam core containing three contiguous stereocenters. This unusual motif distinguishes it from other members of this family and represents a significant synthetic challenge. Herein, we report the development of a stereoselective formal [3+2] cycloaddition reaction for the construction of this key spiro-γ-lactam motif for the first time, thereby enabling access to the northern domain of ansalactam A.

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