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Deracemization of Baylis-Hillman Adducts

Barry M. Trost*, Hon-Chung Tsui and F. Dean Toste

*Department of Chemistry, Stanford University Stanford, California 94305

B. M. Trost, H.-C. Tsui, F. D. Toste, J. Am. Chem. Soc., 2000, 122, 3534-3535.

DOI: 10.1021/ja994326n

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A dynamic kinetic asymmetric transformation (DYKAT) process constitutes a reasonable alternative strategy to access versatile Baylis-Hillman derivatives in highly enantiomerically enriched form. By using an oxygen nucleophile that can become a hydroxyl group, the process constitutes a deracemization.

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Key Words

Tsuji-Trost Allylation, Allylic Alcohols, Baylis-Hillman Adducts

ID: J48-Y2000