Download PDF
Synlett 2001; 2001(10): 1620-1622
DOI: 10.1055/s-2001-17476
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.

Reductive Ring Opening of 6-Deoxy-6-iodopyranosides and 5-Deoxy-5-iodofuranosides by Manganese. A Convenient Procedure for the Preparation of Chiral 5-Hexenals and 4-Pentenals

Kazuho Tanaka* , Shinjiro Yamano, Oyo Mitsunobu
  • *Department of Chemistry, College of Science and Engineering, Aoyama Gakuin University, Chitosedai, Setagayaku, Tokyo 157-8572, Japan; E-mail: mitsu@chem.aoyama.ac.jp
Further Information

Publication History

Publication Date:
27 September 2001 (online)

  PDF Download  Permissions and Reprints All articles of this category

Reaction of fully protected 6-iodopyranosides and 5-iodofuranosides with Mn in the presence of trimethylsilyl chloride and PbCl2 (Takai-conditions) afforded the corresponding 5-hexenals and 4-pentenals in good to moderate yields.

reductive sugar-ring opening - manganese - chiral 5-hexenals - chiral 4-pentenals

      >