Download PDF
Synlett 1999; 1999(3): 336-338
DOI: 10.1055/s-1999-3156
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.

Intramolecular Tishchenko Reactions of Protected Hexos-5-uloses: a Novel and Efficient Synthesis of l-Idose and l-Altrose

M. Adinolfi* , G. Barone, F. De Lorenzo, A. Iadonisi
  • *Dipartimento di Chimica Organica e Biologica, Università degli Studi Federico II, Via Mezzocannone 16, I-80134 Napoli, Italy; Fax +39 08 15 52 12 17; E-mail: iadonisi@unina.it
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

Protected t-butyl esters of aldonic acids with the rare L-ido and L-altro configuration can be effectively obtained by a diastereoselective Tishchenko reaction of hexos-5-uloses induced by t-BuOSmI2. These compounds can be easily converted into the corresponding protected lactones and free sugars.

Tishchenko reaction - trivalent samarium reagents - L-idose - L-altrose - aldonic acids t-butyl esters