From cyclic polyenes to carbohydrates: synthesis of the hexose sugar beta-allose and its 2C-branched homologue from cyclooctatetraene

Mehta, Goverdhan and Pallavi, Kotapalli (2004) From cyclic polyenes to carbohydrates: synthesis of the hexose sugar beta-allose and its 2C-branched homologue from cyclooctatetraene. In: Tetrahedron Letters, 45 (20). pp. 3865-3867.

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Abstract

In an unconventional but interesting synthetic enterprise, the commercially available hydrocarbon cyclooctatetraene (COT) has been elaborated to the rare hexose sugar (DL)beta -allose and its 2C-branched analogue. The synthetic sequence delineated here is notable for its high regio- and stereoselectivity and is flexible enough to enable access to polyoxygenated systems, hexose sugars, and their siblings from a cyclic polyene precursor.

Item Type:	Journal Article
Publication:	Tetrahedron Letters
Publisher:	Elsevier Science Ltd.
Additional Information:	Copyright for this article belongs to Elsevier Science Ltd.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	22 Jun 2004
Last Modified:	19 Sep 2010 04:12
URI:	http://eprints.iisc.ac.in/id/eprint/415

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