Double intramolecular oxymercuration: stereoselective synthesis of highly substituted bis-tetrahydrofuran
Title | Double intramolecular oxymercuration: stereoselective synthesis of highly substituted bis-tetrahydrofuran |
Publication Type | Journal Article |
Year of Publication | 2006 |
Authors | Mohapatra, DK, Mohapatra, S, Gurjar, MK |
Journal | Tetrahedron Letters |
Volume | 47 |
Issue | 33 |
Pagination | 5943-5947 |
Date Published | AUG |
Type of Article | Article |
ISSN | 0040-4039 |
Keywords | acetogenins, Barton-McCombie deoxygenation, demercuration, intramolecular oxymercuration, unsymmetrical bis-tetrabydrofuran, Wittig reaction |
Abstract | Stereoselective intramolecular oxymercuration has been demonstrated as the key reaction for the efficient preparation of mono- and dihydroxylated unsymmetrical bis-tetrahydrofuran skeletons present in naturally occurring biologically active acetogenins using carbohydrates. These trans- and syn-selective intramolecular oxymercurations were explored in an enantio selective synthesis of the bis-tetrahydrofuran skeleton of mucoxin. (c) 2006 Elsevier Ltd. All rights reserved. |
DOI | 10.1016/j.tetlet.2006.06.049 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.347 |
Divison category:
Organic Chemistry