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Synlett 1991; 1991(11): 774-776
DOI: 10.1055/s-1991-20869
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Asymmetric Ring Opening of Symmetrical Epoxides with Trimethylsilyl Azide Using Chiral Titanium Complexes

Masahiko Hayashi* , Kazuo Kohmura, N. Oguni
  • *Department of Chemistry, Faculty of Science, Yamaguchi University, Yamaguchi City, Yamaguchi 753, Japan
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Publication Date:
07 March 2002 (online)

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Asymmetric ring opening of cyclohexene oxide with trimethylsilyl azide was promoted by the use of catalytic amounts of chiral titanium complexes [Ti(OiPr)4 dialkyl (+)-L-tartrates or TiCl2(OiPr)2-dialkyl (+)-L-tartrates] to afford trans-2-azido-cyclohexanol in up to 63% optical yield.