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

Authors
Tanaka, K Yamano, S Mitsunobu, O
Citation
K. Tanaka et al., 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, SYNLETT, (10), 2001, pp. 1620-1622
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
10
Year of publication
2001
Pages
1620 - 1622
Database
ISI
SICI code
0936-5214(200110):10<1620:RROO6A>2.0.ZU;2-P
Abstract
Reaction of fully protected 6-iodopyranosides and 5-iodofuranosides with Mn in the presence of trimethylsilyl chloride and PbCl2 (Takai-conditions) af forded the corresponding 5-hexenals and 4-pentenals in good to moderate yie lds.