Water-accelerated tandem Claisen rearrangement-catalytic asymmetric carboalumination.
[reaction: see text] 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.
Wipf
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Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
Ribe
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