Download PDF
Synlett 1991; 1991(11): 811-813
DOI: 10.1055/s-1991-20886
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Remarkable Efficiency in the Catalytic Asymmetric Epoxidation of (E)-3-Trimethylsilyl-2-propen-1-ol

Yuichi Kobayashi* , Takayori Ito, Isao Yamakawa, Hirokazu Urabe, Fumie Sato
  • *Department of Biomolecular Engineering, Toyko Institute of Technology, Meguro, Tokyo 152, Japan
Further Information

Publication History

Publication Date:
07 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The Sharpless epoxidation of (E)-3-trimethylsilyl-2-propen-1-ol (3) affords the corresponding epoxide 4 [(2S,3S)-2, 3-epoxy-3-trimethylsilylpropan-1-ol] in 99% enantiomeric excess in the presence of only 3 mol% of the catalyst (Ti(Oi-Pr)4/L-(+)-diisopropyl tartrate). The epoxide 4 is further converted into various (S)-glycidol [(S)-2, 3-epoxypropan-1-ol] derivatives with retention of optical purity.