Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 16, Pages 5044-5048Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201600379
Keywords
asymmetric catalysis; 1; 4-benzodioxanes; 1; 4-benzooxazines; chromans; P-stereogenic phosphorus ligands
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A highly enantioselective alkene aryloxyarylation led to the high-yielding formation of a series of 1,4-benzodioxanes, 1,4-benzooxazines, and chromans containing quaternary stereocenters with excellent enantioselectivity. The sterically bulky and conformationally well defined chiral monophosphorus ligand L4 or L5 was responsible for the high reactivity and enantioselectivity of these transformations. The application of this method to the synthesis of the chiral chroman backbone of -tocopherol was demonstrated.
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