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

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.

SUBMITTER: Liang Z 

PROVIDER: S-EPMC9437948 | biostudies-literature | 2021 Dec

REPOSITORIES: biostudies-literature