Peer-Reviewed Journal Details
Mandatory Fields
Napolitano, C,McArdle, P,Murphy, PV
2010
November
Journal Of Organic Chemistry
Access to Resorcylic Acid Lactones via Phosphonate Based Intramolecular Olefination
Published
()
Optional Fields
CONVERGENT STEREOSPECIFIC SYNTHESIS WADSWORTH-EMMONS REACTION RING-CLOSING METATHESIS Z-UNSATURATED ESTERS CROSS-METATHESIS NATURAL-PRODUCTS AIGIALOMYCIN-D HWE REACTION MACROLIDES HYPOTHEMYCIN
75
7404
7407
An approach to resorcylic acid lactones is described, exploiting an intramolecular olefination reaction for the generation of the 14-membered macrolactone. The synthetic route gave zearalenone precursors, and the preparations of other RAL analogues, trans- and cis-resorcylides are included, the latter being prepared by photoisomerization of the trans-isomer. beta-Haloketone derivatives were also prepared in a highly stereoselective manner by conjugate addition of chloride or bromide to the E-enone using boron trichloride and boron tribromide, respectively.
DOI 10.1021/jo100998b
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