Download PDF
Synlett 1998; 1998(10): 1150-1152
DOI: 10.1055/s-1998-1888
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.

Stereoselective Synthesis of 2,3,5-Substituted Tetrahydrofurans by Silicon-Directed Cyclization of Allylsilanes Bearing a Hydroxy Moiety

Takahiko Akiyama* , Yuhsuke Ishida
  • *Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo 171-8588, Japan; Fax + 81-3-5992-1029; E-mail: takahiko.akiyama@gakushuin.ac.jp
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Acid promoted cyclization of bishomoallylic alcohols bearing allylsilanes proceeded smoothly by way of β-silyl carbocation intermediate to furnish tetrahydrofurans highly stereoselectively.

allylsilane - tetrahydrofuran - cyclization - β-silyl carbocation