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A prominent effect of the phenylcarbamoyl protecting group on the asymmetric dihydroxylation (AD) reaction was confirmed in both of the reactions of allyl N-phenylcarbamate with AD-mix-α and -β, bringing about excellent enantioselectivity (>99% ee) to give (R)- and (S)-glycerol 1-(N-phenylcarbamate) in quantitative yields, respectively.
Laboratory of Pharmaceutical Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
Laboratory of Pharmaceutical Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
Department of Chemistry, Division of Natural Sciences, College of Liberal Arts, International Christian University, 3-10-2 Oh-sawa, Mitaka, Tokyo 181-0015, Japan