Issue 24, 2022

Concise total synthesis of (±)-pileamartines A and B

Abstract

A concise total synthesis of (±)-pileamartines A and B, a pair of alkaloids sharing an unprecedented tetracyclic skeleton, was achieved in 9 and 8 linear steps, respectively. The key steps include an NHC-catalyzed tandem aza-benzoin/Michael reaction to rapidly establish the polyhydroindenopyrrole core, a diastereoselective reductive allylation of pyrrolidone, and an RCM to construct the piperidine ring.

Graphical abstract: Concise total synthesis of (±)-pileamartines A and B

Supplementary files

Article information

Article type
Research Article
Submitted
02 Sep 2022
Accepted
06 Nov 2022
First published
08 Nov 2022

Org. Chem. Front., 2022,9, 6968-6972

Concise total synthesis of (±)-pileamartines A and B

W. Xu, T. Wang, X. Zhou, L. Fang, C. Zhang, H. Zhai and B. Cheng, Org. Chem. Front., 2022, 9, 6968 DOI: 10.1039/D2QO01400A

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