Literature DB >> 25970723

A regioselective facile synthesis of furo[3,4-b]carbazolones: application to the total synthesis of mafaicheenamine E and claulansine D.

Dipakranjan Mal1, Joyeeta Roy.   

Abstract

1-Hydroxycarbazole-2,3-dicarboxylates have been shown to undergo chemoselective reductive cyclization to furo[3,4-b]carbazolones on reaction with LiAlH4. One of the furocarbazolones is utilized to accomplish the first total synthesis of claulansine D and mafaicheenamine E in 9 and 6 steps respectively. The other key steps of the syntheses are addition of an allylic indium reagent and CC double bond isomerization.

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Year:  2015        PMID: 25970723     DOI: 10.1039/c5ob00575b

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


  1 in total

1.  Total Synthesis of (+)-Raputindole A: An Iridium-Catalyzed Cyclization Approach.

Authors:  Juliana L L F Regueira; Luiz F Silva; Ronaldo A Pilli
Journal:  Org Lett       Date:  2020-08-05       Impact factor: 6.005

  1 in total

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