Enantioselective Total Synthesis of (+)-Subincanadine F via Organo-SOMO Catalysis

Organic Letters 2026

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Authors: Ting Zhang, Chun-Yan Peng, Bin Liu, Yuanhu Mao, Liang Ding, Hui-Min Qin, Xiangkai Kong, Jingang Peng, Xiang-Zhi Luo, Yu-Die Zhang, JiaYu Huang, Ran Xu
+2 more Jianta Wang, Lei Tang
DOI: 10.1021/acs.orglett.5c04906
Cited by: 0
References: 62

Abstract

The asymmetric total synthesis of (+)-subincanadine F has been achieved in only 9 steps from commercial tryptamine. A key step involves an Organo-SOMO-catalyzed α-arylation of aldehydes to construct the azepino­[4,5-b]­indole core. Finally, a subsequent intramolecular aza-Michael addition process leads to the formation of the 1-azabicyclo[4.3.1]­decane framework. In addition, this Organo-SOMO catalytic strategy features a broad substrate scope, with diverse functionalized products afforded in generally moderate to good yields and good to excellent enantioselectivities.

Fields of Study & Subjects

Asymmetric Synthesis and Catalysis Advanced Synthetic Organic Chemistry Organic Chemistry Synthesis Methods

Publication details

Journal / source
Organic Letters
Volume
28
Issue
7
Pages
2230–2235
Publication date
7 February 2026
Language
EN