A stereoselective total synthesis of the novel triquinane sesquiterpene cucumin E

Mehta, Goverdhan and Umarye, Jayant D (2001) A stereoselective total synthesis of the novel triquinane sesquiterpene cucumin E. In: Tetrahedron Letters, 42 (10). pp. 1991-1993.

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Abstract

A total synthesis of cucumin E, a recently isolated triquinane natural product with a new carbon framework, has been achieved. The key step is the flash vacuum pyrolysis (FVP)-induced cyclobutane fragmentation in a readily available pentacyclic caged dione to deliver the triquinane skeleton with functionalization in all the three five-membered rings suitable for further elaboration to the natural product.

Item Type:	Journal Article
Publication:	Tetrahedron Letters
Publisher:	Elsevier Science
Additional Information:	Copyright for this article belongs to Elsevier Science.
Keywords:	terpenes;polyquinanes;metathesis;pyrolysis;Wittig reaction
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	03 Feb 2005
Last Modified:	19 Sep 2010 04:17
URI:	http://eprints.iisc.ac.in/id/eprint/2689

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