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Water-Accelerated Tandem Claisen Rearrangement−Catalytic Asymmetric Carboalumination

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journal contribution
posted on 14.04.2001, 00:00 authored by Peter Wipf, Seth Ribe
The addition of stoichiometric quantities of water accelerates both the trimethylaluminum-mediated aromatic Claisen reaction and the chiral zirconocene-catalyzed asymmetric carboalumination of terminal alkenes. The two reactions occur in a tandem sequence resulting in the selective formation of two new C−C and one C−O bond after oxidative quench of the intermediate trialkylalane.