Issue 3, 2022

Total syntheses of seven stemoamide-type Stemona alkaloids

Abstract

Six Stemona alkaloids were synthesized racemically using stemoamide, obtained via a cascade cyclization or our reported transannular cyclization of parvistemoamide, as the common intermediate. Thioamides facilitated the separation of isosaxorumamide and saxorumamide, and promoted the first syntheses of other four N-oxide or pyrrolidine bearing Stemona alkaloids via chemoselective reduction and oxidation.

Graphical abstract: Total syntheses of seven stemoamide-type Stemona alkaloids

Supplementary files

Article information

Article type
Research Article
Submitted
19 Oct 2021
Accepted
14 Dec 2021
First published
14 Dec 2021

Org. Chem. Front., 2022,9, 771-774

Total syntheses of seven stemoamide-type Stemona alkaloids

T. Shi, F. Cao, J. Chen, X. Wang, G. Yin, H. Wang and Z. Wang, Org. Chem. Front., 2022, 9, 771 DOI: 10.1039/D1QO01578H

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