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Issue 39, 2013
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Diastereoselective synthesis of the C14–C29 fragment of amphidinol 3

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Abstract

An efficient stereoselective synthesis of the C14–C29 fragment highlighting a coupling reaction between a 1,3-dithiane derivative and an α-branched aldehyde was realized. This highly convergent synthesis involved two chiral pools, L-malic acid and (+)-camphorsulfonic acid, which are the starting compounds to control the six stereogenic centers present in the C14–C29 fragment of amphidinol 3.

Graphical abstract: Diastereoselective synthesis of the C14–C29 fragment of amphidinol 3

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Publication details

The article was received on 31 Jul 2013, accepted on 15 Aug 2013 and first published on 15 Aug 2013


Article type: Paper
DOI: 10.1039/C3OB41569D
Org. Biomol. Chem., 2013,11, 6829-6840

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    Diastereoselective synthesis of the C14–C29 fragment of amphidinol 3

    N. Rival, G. Hanquet, C. Bensoussan, S. Reymond, J. Cossy and F. Colobert, Org. Biomol. Chem., 2013, 11, 6829
    DOI: 10.1039/C3OB41569D

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