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

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

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Abstract

A novel fragmentation sequence within the norbornane system, involving C1–C7 bond 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:	Journal Article
Publication:	Tetrahedron Letters
Publisher:	Elsevier Science
Additional Information:	Copyright for this article belongs to Elsevier Science.
Keywords:	Fragmentation reactions;Cyclitols;Hydroxylation
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	12 Aug 2004
Last Modified:	19 Sep 2010 04:14
URI:	http://eprints.iisc.ac.in/id/eprint/1264

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