A binary catalyst system for the enantioselective bromocycloetherification of 5-arylpentenols is described. The combination of an achiral Lewis base and a chiral Brønsted acid affords good enantioselectivities for the cyclization of Z configured 5-arylpentenols to form bromomethyltetrahydrofurans. The constitutional site selectivity is highly dependent upon the aromatic substituent and the configuration of the double bond.
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|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238797 | PMC |
| http://dx.doi.org/10.1021/ol203033k | DOI Listing |
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