Total Synthesis of the Novel, Biologically Active Epoxyquinone Dimer (\pm)-Torreyanic Acid: A Biomimetic Approach

Mehta, Goverdhan and Pan, Subhas Chandra (2004) Total Synthesis of the Novel, Biologically Active Epoxyquinone Dimer (\pm)-Torreyanic Acid: A Biomimetic Approach. In: Organic Letters, 6 (22). pp. 3985-3988.

	PDF Total_Synthesis.pdf - Published Version Restricted to Registered users only Download (108kB) | Request a copy
	PDF Supporting_information.pdf - Published Supplemental Material Restricted to Registered users only Download (1MB) | Request a copy

Abstract

A total synthesis of the complex, biologically active, dimeric natural product (\pm)-torreyanic acid, which is composed of seven rings and laced with dense, variegated oxy-functionalization, has been accomplished from readily available allyl-substituted p-benzoquinone 8. Our synthetic stratagem involves crafting an epoxyquinone monomer for use in a biomimetic cascade process involving tandem a 6\pi electrocyclization and a Diels-Alder dimerization.

Item Type:	Journal Article
Publication:	Organic Letters
Publisher:	American Chemical Society
Additional Information:	Copyright for this article belongs to American Chemical Society.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	22 Nov 2007
Last Modified:	19 Jan 2012 05:03
URI:	http://eprints.iisc.ac.in/id/eprint/2650

Actions (login required)

View Item