A norbornyl route to cyclohexitols: stereoselective synthesis of conduritol-E, allo-inositol, MK 7607 and gabosines

Mehta, Goverdhan ; Lakshminath, Sripada (2000) A norbornyl route to cyclohexitols: stereoselective synthesis of conduritol-E, allo-inositol, MK 7607 and gabosines Tetrahedron Letters, 41 (18). pp. 3509-3512. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)00409-3

Abstract

A novel fragmentation sequence within the norbornane system, involving C1-C7bond scission, provides convenient access to a highly functionalized and versatile cyclohexenoid building block which has been further elaborated to a range of cyclohexitols such as, conduritol E, allo-inositol and gabosine B. Our synthesis of the structure corresponding to gabosine K indicates that the structure of this natural product needs to be revised.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Fragmentation Reactions; Cyclitols; Hydroxylation
ID Code:28932
Deposited On:18 Dec 2010 05:47
Last Modified:18 Dec 2010 05:47

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