Issue 24, 2010
From the journal:

Chemical Communications

A rapid entry to C-prenylcarbazoles: total synthesis of clausamine C–D, clausevatine D and clausine F†

Amit Kumar Janaa  and  Dipakranjan Mal*a  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology, Kharagpur-721302, India
E-mail: dmal@chem.iitkgp.ernet.in

Abstract

The key prenylcarbazole precursor 33 was readily assembled from diester 30 by an ester-driven para-Claisen rearrangement followed by selective removal of the ester function. Unusual oxidative cyclization of 33 by m-CPBA resulted in the total synthesis of tetracyclic carbazole natural products 3 and 11.

Graphical abstract: A rapid entry to C-prenylcarbazoles: total synthesis of clausamine C–D, clausevatine D and clausine F

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Article information

DOI
https://doi.org/10.1039/C0CC00527D
Article type
Communication
Submitted
22 Mar 2010
Accepted
05 May 2010
First published
18 May 2010

Chem. Commun., 2010,46, 4411-4413

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A rapid entry to C-prenylcarbazoles: total synthesis of clausamine C–D, clausevatine D and clausine F

A. K. Jana and D. Mal, Chem. Commun., 2010, 46, 4411 DOI: 10.1039/C0CC00527D

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