Download PDF
Synlett 1998; 1998(12): 1375-1377
DOI: 10.1055/s-1998-1965
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.

Synthesis of (+/-)-Oxohexahydrofuro[3,2-b]pyrroles (Pyrrolidine-trans-lactones) Using Acyl-Iminium Chemistry

Simon J. F. Macdonald* , Julie E. Spooner, Michael D. Dowle
  • *Enzyme Chemistry II, GlaxoWellcome Medicines Research Centre, Gunnels Wood Road, Stevenage, SG1 2NY, UK; Fax + (0) 1438 763 616
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

In a new synthesis of pyrrolidine-trans-lactones, an acyliminium pyrrolidine reacts with silyl ketene acetals. This reaction selectively generates C2, C3 trans stereochemistry.

pyrrolidine-trans-lactone - acyl-iminium - ketene acetal - bromohydrin diol

      >