Synthesis of differentially protected cyclopentitol: its application towards the stereoselective synthesis of 5- epi-calditol

Graphic The synthesis of differentially protected cyclopentitol derivative 5 is described using ring-closing metathesis of a diene derived from d-mannose. Subsequent chemical modifications such as catalytic osmylation and chain extension using glycidyl triflate completed the synthesis of 5- epi-cald...

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Bibliographic Details
Published in:Tetrahedron letters 2004-03, Vol.45 (13), p.2817-2819
Main Authors: Ramana, C.V., Sridhar Reddy, Bethi, Gurjar, Mukund K.
Format: Article
Language:English
Subjects:
Calditol
Catalytic osmylation
Cyclopentitols
Ring closing metathesis
Second generation Grubbs’ catalyst
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Summary:Graphic The synthesis of differentially protected cyclopentitol derivative 5 is described using ring-closing metathesis of a diene derived from d-mannose. Subsequent chemical modifications such as catalytic osmylation and chain extension using glycidyl triflate completed the synthesis of 5- epi-calditol.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2004.02.020