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Reductive opening of glycal derived highly functionalized 2,3-epoxy-1-iodides with zinc dust: an efficient method for the synthesis of acyclic long chain polyhydroxylated terminal alkenic alcohols

Authors :
Reddy, L. Vijaya Raghava
Sagar, Ram
Shaw, Arun K.
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Mar2006, Vol. 47 Issue 11, p1753-1756. 4p.
Publication Year :
2006

Abstract

Abstract: The synthesis of densely functionalized acyclic long chain terminal alkenic alcohols was achieved by reductive opening of glycal derived 2,3-epoxy-1-iodides, with commercial zinc dust alone in a short reaction time with excellent yields involving a simple reaction procedure and easy work-up. A mechanism involving an organometallic intermediate is proposed. [Copyright &y& Elsevier]

Subjects

Subjects :
*ALCOHOL
*REACTION time
*ZINC
*DRUGS

Details

Language :
English
ISSN :
00404039
Volume :
47
Issue :
11
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
19686738
Full Text :
https://doi.org/10.1016/j.tetlet.2006.01.043