Construction of the Tetracyclic Core of Calyciphylline B-Type Alkaloids.

Org Lett

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering , Lanzhou University, Lanzhou 730000 , P.R. China.

Published: November 2019

A double cyclization strategy was developed to construct the common tetracyclic core of calyciphylline B-type alkaloids. Key features of the synthesis included asymmetric Evans alkylation, ring-closing metathesis reaction, intermolecular amidation, intramolecular aza-Michael addition, and aldol condensation reactions. This strategy may be applied to the total syntheses of this type of natural product.

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http://dx.doi.org/10.1021/acs.orglett.9b03322DOI Listing

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