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Enantioselective total synthesis and biological evaluation of (−)-solanacol

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Abstract

An enantioselective synthesis of the phenyl ring-containing strioglactone, (−)-solanocol, is described. Application of a Dynamic Kinetic Resolution (DKR) in the stereo-defining step enabled a step-economical synthesis to be achieved, and allowed access to natural and non-natural enantiomers with equal facility. Results of seed germination assays and Differential Scanning Fluorimetry (DSF) measurements with the known strigolactone receptor protein, Decreased Apical Dominance 2 (DAD2), are reported.

Graphical abstract: Enantioselective total synthesis and biological evaluation of (−)-solanacol

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Publication details

The article was received on 31 May 2018, accepted on 11 Jul 2018 and first published on 12 Jul 2018


Article type: Paper
DOI: 10.1039/C8OB01287C
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Enantioselective total synthesis and biological evaluation of (−)-solanacol

    L. J. Bromhead, A. R. Norman, K. C. Snowden, B. J. Janssen and C. S. P. McErlean, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01287C

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