Journal
ORGANIC LETTERS
Volume 20, Issue 23, Pages 7576-7580Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03311
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- Deutsche Forschungsgemeinschaft [SCHN 441/11-2]
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A highly straightforward route to enantiomerically highly enriched cis-2,3-dihydrobenzofurans has been achieved via addition of alpha-diazocarbonyl compounds to in situ generated o-QMs catalyzed by a chiral Bronsted acid. This catalytic strategy provides a direct access to 2,3-dihydrobenzofurans in high yields and with up to 91:9 dr and 99:1 er at ambient temperature. Moreover, a unique phenonium-type rearrangement accounts for product formation with an inverted 2,3-substitution pattern.
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