Download PDF
Synlett 1993; 1993(10): 801-803
DOI: 10.1055/s-1993-22615
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.

Regio- and Stereoselective Thioamination of 7-Oxabicyclo[2.2.1]hept-5-en-2-yl Derivatives

Susy Alleman* , Pierre Vogel
  • *Section de chimie de l'Université, 2 rue de la Barre, CH-1005 Lausanne, Switzerland
Further Information

Publication History

Publication Date:
19 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Under acidic conditions (1RS,2SR,4RS, 5RS,6SR)-6-exo-cyano-3-thiobenzoyl-8-oxa-3-azatricyclo [3.2.1.02,4]oct-6-endo-yl acetate was rearranged selectively into (1RS,2RS,6RS,7RS, 9SR)-9-exo-cyano-4-phenyl-3,10-dioxa-5-aza-3- thiatricyclo[5.2.1.02,6]dec-4-en-3-endo-9-yl acetate. The latter compound was transformed into 4β-bromo-3aβ,4,5,6,7,7aβ-hexahydro-2- phenyl-1,3-benzothiazol-6β,7α-diyl diacetate.