Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 1, Issue 11, Pages 1953-1958Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b303353h
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A novel tandem reaction involving an oxa-Michael addition, followed by a Friedel-Crafts alkylation has been developed. This catalytic tandem reaction, which provides facile and efficient access to optically active functionalised chromanes, proceeds under the influence of bisoxazoline-based catalysts to give diastereomerically pure products in enantioselectivities up to 81% and excellent yields. The optimisation studies, the scope of the reaction, and a model that on the basis of PM3 calculations predicts the outcome of the reaction will be detailed.
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