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Enantioselective Acylation of 1,2- and 1,3-Diols Catalyzed by Aminophosphinite Derivatives of (1S,2R)-1-Amino-2-indanol

Hiroyuki Aida, Kouhei Mori, Yasuyuki Yamaguchi, Shinya Mizuta, Tomomi Moriyama, Iwao Yamamoto and Tetsuya Fujimoto*

*Department of Functional Polymer Science and Interdisciplinary Graduate School of Science and Technology, Shinshu University, Ueda, Nagano 386-8567, Japan, Email: tfujimoshinshu-u.ac.jp

H. Aida, K. Mori, Y. Yamaguchi, S. Mizuta, T. Moriyama, I. Yamamoto, T. Fujimoto, Org. Lett., 2012, 14, 812-815.

DOI: 10.1021/ol2033459



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Abstract

A phosphinite derivative that can be easily prepared in two steps from commercially available aminoindanol is an effective catalyst for enantioselective acylation of diols. For the asymmetric desymmetrization of meso-1,2-diols, the corresponding monoester was obtained in high enantioselectivity.

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Key Words

Desymmetrization of Diols, Organocatalysis


ID: J54-Y2012-0290