Literature DB >> 22710861

Total synthesis of dendrobate alkaloid (+)-241D, isosolenopsin and isosolenopsin A: application of a gold-catalyzed cyclization.

Nicolas Gouault1, Myriam Le Roch, Gisele de Campos Pinto, Michèle David.   

Abstract

A new approach to total syntheses of piperidine alkaloids (+)-241D, isosolenopsin and isosolenopsin A has been developed from D-alanine. The key step to access the chiral pyridinone intermediate was achieved via a gold mediated cyclization. Finally, various reduction conditions afforded the natural products in few steps and good overall yields.

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Year:  2012        PMID: 22710861     DOI: 10.1039/c2ob25685a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  Enantioselective Catalytic Dearomative Addition of Grignard Reagents to 4-Methoxypyridinium Ions.

Authors:  Yafei Guo; Marta Castiñeira Reis; Johanan Kootstra; Syuzanna R Harutyunyan
Journal:  ACS Catal       Date:  2021-06-28       Impact factor: 13.084

Review 2.  Recent Advances in Substrate-Controlled Asymmetric Induction Derived from Chiral Pool α-Amino Acids for Natural Product Synthesis.

Authors:  Seung-Mann Paek; Myeonggyo Jeong; Jeyun Jo; Yu Mi Heo; Young Taek Han; Hwayoung Yun
Journal:  Molecules       Date:  2016-07-21       Impact factor: 4.411

3.  Concise Chemoenzymatic Three Step Total Synthesis of Isosolenopsin Through Medium Engineering.

Authors:  Robert C Simon; Christine S Fuchs; Horst Lechner; Ferdinand Zepeck; Wolfgang Kroutil
Journal:  European J Org Chem       Date:  2013-06-01
  3 in total

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