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
see article for more reactions
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.
see article for more examples
Key Words
Desymmetrization of Diols, Organocatalysis
ID: J54-Y2012-0290