A Practical and Efficient Asymmetric Synthesis of the Tobacco Natural Alkaloids (S)-Anatabine and (S)-Anabasine via an Allylation/Metathesis-based Approach

Synlett 2026

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Authors: Daisy C. Romero, Rubén Tapia, Enrique Botana, Alberto Martínez‐Cuezva, Mateo Alajarı́n, Corin Wagen, Arien M. Wagen, Jose Manuel Villalgordo
DOI: 10.1055/a-2795-3115
Cited by: 0
References: 16

Abstract

Abstract A practical, concise, and high-yielding synthesis of enantiomerically pure anatabine and anabasine is described. Our approach is based on a highly diastereoselective indium-mediated addition of allyl bromide to enantiopure N-tert-butylsulfinyl aldimines and subsequent ring-closing metathesis followed by mild removal of the chiral auxiliary.

Fields of Study & Subjects

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

Publication details

Journal / source
Synlett
Volume
37
Issue
08
Pages
991–995
Publication date
6 February 2026
Language
EN