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Enantioselective total synthesis and biological evaluation of (−)-solanacolElectronic supplementary information (ESI) available: 1H NMR, 13C NMR spectra, and computational details. See DOI: 10.1039/c8ob01287c

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 equ...

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Main Authors: Bromhead, L. J, Norman, A. R, Snowden, K. C, Janssen, B. J, McErlean, C. S. P
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Summary: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. An enantioselective synthesis of the phenyl ring-containing strioglactone, (−)-solanocol, is described.
ISSN:1477-0520
1477-0539
DOI:10.1039/c8ob01287c