Literature DB >> 24123660

Highly enantioselective bromocyclization of tryptamines and its application in the synthesis of (-)-chimonanthine.

Weiqing Xie1, Guangde Jiang, Huan Liu, Jiadong Hu, Xixian Pan, Hui Zhang, Xiaolong Wan, Yisheng Lai, Dawei Ma.   

Abstract

A shorter path: A highly enantioselective bromocyclization of tryptamine has been developed using an anionic chiral phase-transfer catalyst. This method provides a direct approach for preparing chiral 3-bromopyrroloindoline from tryptamine, which enables a four-step enantioselective synthesis of (-)-chimonanthine. PG=protecting group.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric synthesis; chimonanthine; chiral phosphoric acid; cyclization; tryptamine

Mesh：

Substances：

Year:  2013        PMID： 24123660     DOI： 10.1002/anie.201306774

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  25 in total

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