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Issue 48, 2010
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Multi-chelation approach towards natural product-like skeletons: one-pot access to a nitrogen-containing tetracyclic framework from AlaAla dipeptide

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Abstract

Reductive transformation of the dipeptide BocAlaAlaOMe to a complex, internally charge-stabilized, natural product-like skeleton in one synthetic step is discussed. Stepwise replacement of the B–H bonds in borane by B–N or B–O resulted in incorporation of three boron atoms in a tetracyclic framework whereby one is stereogenic!

Graphical abstract: Multi-chelation approach towards natural product-like skeletons: one-pot access to a nitrogen-containing tetracyclic framework from AlaAla dipeptide

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Publication details

The article was received on 19 Aug 2010, accepted on 07 Oct 2010 and first published on 28 Oct 2010


Article type: Communication
DOI: 10.1039/C0CC03355C
Citation: Chem. Commun., 2010,46, 9212-9214

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    Multi-chelation approach towards natural product-like skeletons: one-pot access to a nitrogen-containing tetracyclic framework from AlaAla dipeptide

    K. Vellaisamy, J. V. Napoleon, R. Venkatachalam and M. K. Manheri, Chem. Commun., 2010, 46, 9212
    DOI: 10.1039/C0CC03355C

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