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DOI: 10.1055/s-0028-1083619
Enantioselective Hydroarylation of Alkenes via C-H Activation
Contributor(s):Hisashi Yamamoto, Marina NaodovicUniversity of California, Berkeley, USA
Enantioselective Intramolecular Hydroarylation of Alkenes via Direct C-H Bond Activation
J. Org. Chem. 2008, 73: 6772-6779
Publication History
Publication Date:
20 November 2008 (online)
Key words
rhodium - phosphoramidites - C-H activation
Significance
Described in this report is one the rare examples of enantioselective aromatic C-H bond activation reaction. Rh-phosphoramidite catalyst systems efficiently catalyze the intramolecular hydroarylation of alkenes to provide syn-products with high enantioselectivities and good yields. The main significance of this methodology is a broad substrate scope.
Comment
The authors have shown that various highly substituted alkenes efficiently undergo reaction at lower temperature and mild reaction conditions. This protocol represents one of the most straightforward routes to chiral indanes, dihydrobenzofuranes and dihydropyrroloindoles, which are often found in biologically active molecules.