Total synthesis of (+)-varitriol via a symmetrical furanose diol as the key intermediate
Synthesis of (+)-varitriol has been achieved from d-ribose via a symmetrical furanoside diol as the key intermediate, which is also a very useful furanoside building block in synthesizing novel analogues of (+)-varitriol. Alternative, simple and efficient route for (+)-varitriol (1), a marine-derive...
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Published in | Tetrahedron letters Vol. 52; no. 52; pp. 7075 - 7078 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
OXFORD
Elsevier Ltd
28.12.2011
Elsevier |
Subjects | |
Online Access | Get full text |
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Summary: | Synthesis of (+)-varitriol has been achieved from d-ribose via a symmetrical furanoside diol as the key intermediate, which is also a very useful furanoside building block in synthesizing novel analogues of (+)-varitriol.
Alternative, simple and efficient route for (+)-varitriol (1), a marine-derived natural product with potent biological activity, has been synthesized from d-ribose. In this synthetic strategy symmetrical diol (6) with mono alcohol protection, the key intermediate, was produced in eight steps with 35% overall yield and the significance of 6 as the key furanoside building block for the synthesis of novel analogues of 1 for SAR studies was explained. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/j.tetlet.2011.10.076 |