A Catalytic Asymmetric Wagner-Meerwein Shift

Barry M. Trost* and Tatsuro Yasukata

*Department of Chemistry, Stanford University, Stanford, California 94305-5080, United States

B. M. Trost, T. Yasukata, J. Am. Chem. Soc., 2001, 123, 7162-7163.

DOI: 10.1021/ja010504c

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Abstract

Chiral complexes developed previously for asymmetric additions of nucleophiles to π-allylpalladium complexes are excellent in controlling enantioselectivity in Wagner-Meerwein shifts. The versatility of the access to the requisite substrates and the functionality of the obtained products should make this approach an attractive asymmetric synthetic strategy.

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Key Words

cyclobutanones, cyclopentanones

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ID: J48-Y2001