Download PDF
Synthesis 1991; 1991(12): 1191-1200
DOI: 10.1055/s-1991-28418
paper
© 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.

Pederin: The Metallated Dihydropyran Approach. Stereoselective Reduction of N-Acylimidates via Rhodium-Catalysed Hydroboration

Philip Kocieński* , Krzysztof Jarowicki, Stanislaw Marczak
  • *Department of Chemistry, The University, Southampton, SO9 5NH, England
Further Information

Publication History

Publication Date:
29 April 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

A synthesis of the insect toxin pederin (1) based upon the union of metallated dihydropyran 8 with the oxamate ester derivative 9 is described. Noteworthy features include (a) a new method for the construction of metallated dihydropyrans which tolerates heteroatom functionality and (b) a rhodium-catalyzed hydroboration reaction which enables stereocontrolled formation of the stereogenic centre at C10.

      >