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Issue 16, 2014
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The four-step total synthesis of (−)-chaetominine

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Abstract

The total synthesis of the alkaloid (−)-chaetominine (1) has been achieved in four steps with an overall yield of 33.4%. Key features of our strategy include a one-pot cascade indole epoxidation – epoxide ring-opening cyclization – lactamization reaction sequence, and the use of a nitro group as a latent amino group for the one-pot construction of the quinazolinone ring. This constitutes a step economical, redox economical and protecting group-free total synthesis.

Graphical abstract: The four-step total synthesis of (−)-chaetominine

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Publication details

The article was received on 19 Nov 2013, accepted on 11 Dec 2013 and first published on 12 Dec 2013


Article type: Communication
DOI: 10.1039/C3CC48833K
Chem. Commun., 2014,50, 1986-1988

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    The four-step total synthesis of (−)-chaetominine

    Q. Peng, S. Luo, X. Xia, L. Liu and P. Huang, Chem. Commun., 2014, 50, 1986
    DOI: 10.1039/C3CC48833K

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