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Controlling Regiochemistry in Negishi Carboaluminations. Fine Tuning the Ligand on Zirconium

Bruce H. Lipshutz,* Tom Butler and Asher Lower

*Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106, Email:

B. H. Lipshutz, T. Butler, A. Lower, J. Am. Chem. Soc., 2006, 128, 15396-15398.

DOI: 10.1021/ja065769b

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Use of a zirconocene catalyst based on the Brintzinger ligand and catalytic amounts of methyl aluminoxanes (MAO) effect a >99% regiocontrol of Negishi carboaluminations of 1-alkynes in toluene.

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Key Words

Negishi carboalumination, alkenes, bromination, allylic alcohols

ID: J48-Y2006-3930