期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 21, 期 25, 页码 9003-9007出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201500816
关键词
asymmetric catalysis; oxabenzonorbornadienes; phenols; ring-opening reaction; syn-stereoselectivity
A new palladium/zinc co-catalyst system associated with chiral (R)-Difluorphos for asymmetric ring-opening reaction of oxabenzonorbornadienes with phenols is reported. This catalyst system allows the formation of cis-2-aryloxy-1,2-dihydronaphthalen-1-ol products in good yields (up to 95% yield) with excellent enantioselectivities (up to 99% ee). The cis-configuration of the product has been confirmed by X-ray crystal structure analysis. To the best of our knowledge, it represents the first example in ring-opening reactions of bicycloalkenes with heteronucleophiles in a syn-stereoselective manner.
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