6-exo-trig Michael addition-lactonizations for catalytic enantioselective chromenone synthesis† †Electronic supplementary information (ESI) available: Experimental procedures; characterization data for novel compounds; 1H and 13C NMR spectra, HPLC traces,12 and X-ray crystallographic data files compounds 9 and 27 (CIF). CCDC 1510311 and 1510312. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6cc10178j Click here for additional data file. Click here for additional data file.
نویسندگان
چکیده
The catalytic enantioselective 6-exo-trig Michael addition-lactonization of enone-acid substrates to form cis-chromenones with high diastereo- and enantiocontrol was developed using the commercially available isothiourea tetramisole. An acidic workup proved necessary to minimize product epimerization and maximize product er, providing cis-chromenones in excellent yield, and with excellent diastereo- and enantioselectivity.
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