A convenient approach to the aminocyclitol fragment of pancratistatin from 7-oxanorbornenes

A convenient approach to the aminocyclitol fragment of pancratistatin from 7-oxanorbornenes

A totally stereoselective route to an analogue aminocyclitol fragment of the alkaloid pancratistatin has been achieved starting from a 7-oxanorbornenic disulfone. The key step was the alkylative cleavage of the oxygen bridge to produce a highly oxygenated cyclohexenyl sulfone. The oxygen bridge open...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 37; no. 1; pp. 105 - 106
Main Authors: Aceña, JoséLuis, Arjona, Odón, Iradier, Fátima, Plumet, Joaquín
Format: Journal Article
Language:English
Published: Elsevier Ltd 1996
Online Access:Get full text
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Summary:A totally stereoselective route to an analogue aminocyclitol fragment of the alkaloid pancratistatin has been achieved starting from a 7-oxanorbornenic disulfone. The key step was the alkylative cleavage of the oxygen bridge to produce a highly oxygenated cyclohexenyl sulfone. The oxygen bridge opening of the 7-oxanorbornenic sulfone 4 produced 3b, which was further transformed into the aminocyclitol 2b.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)02084-5