An approach toward the synthesis of PPAP natural product garsubellin A: construction of the tricyclic core

Mehta, Goverdhan and Bera, Mrinal K (2013) An approach toward the synthesis of PPAP natural product garsubellin A: construction of the tricyclic core. In: TETRAHEDRON, 69 (7). pp. 1815-1821.

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Abstract

In a study directed toward the bioactive natural product garsubellin A, an expedient route to the bicyclo 3.3.1]nonan-9-one bearing tricyclic core, with a bridgehead anchored tetrahydrofuran ring, is delineated. The approach emanating from commercially available dimedone involved a DIBAL-H mediated retro aldol/re-aldol cyclization cascade and a PCC mediated oxidative cyclization as the key steps. (C) 2013 Elsevier Ltd. All rights reserved.

Item Type:	Journal Article
Publication:	TETRAHEDRON
Publisher:	PERGAMON-ELSEVIER SCIENCE LTD
Additional Information:	Copyright for this article belongs to PERGAMON-ELSEVIER SCIENCE LTD, ENGLAND
Keywords:	Dimedone;PPAP natural product;Neurodegenerative disorder;Alzheimers' disease;Aldol reaction;PCC oxidation
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	25 Mar 2013 10:21
Last Modified:	25 Mar 2013 10:21
URI:	http://eprints.iisc.ac.in/id/eprint/46166

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