ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

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.

[img] PDF
Total_Synthesis.pdf - Published Version
Restricted to Registered users only

Download (106Kb) | Request a copy
[img] PDF
Supporting_information.pdf - Supplemental Material
Restricted to Registered users only

Download (1949Kb) | Request a copy
Official URL: http://pubs.acs.org/doi/abs/10.1021/ol0483551

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
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.ernet.in/id/eprint/2650

Actions (login required)

View Item View Item