Molecules 2004, 9(6), 394-404; doi:10.3390/90600394
Article

Radical Oxidative Cyclization of Spiroacetals to Bis-spiroacetals: An Overview

Margaret A. Brimbleemail
Department of Chemistry, University of Auckland, 23 Symonds St., Auckland, New Zealand
Received: 18 December 2003 / Accepted: 3 January 2004 / Published: 31 May 2004
(This article belongs to the Special Issue RACI 2003 symposium)
PDF Full-text Download PDF Full-Text [205 KB, uploaded 20 June 2008 16:51 CEST]
Abstract: The use of iodobenzene diacetate and iodine under photolytic conditions provides and efficient method for the oxidative cyclization of spiroacetals bearing an hydroxyalkyl side chain to bis-spiroacetals. An overview is provided of the use of this reaction for the synthesis of several bis-spiroacetal containing natural products such as the polyether antibiotics salinomycin and CP44,161 and the shellfish toxins, the spirolides.
Keywords: Spiroacetals; bis-spiroacetals; oxidative radical cyclization

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

Brimble, M.A. Radical Oxidative Cyclization of Spiroacetals to Bis-spiroacetals: An Overview. Molecules 2004, 9, 394-404.

AMA Style

Brimble MA. Radical Oxidative Cyclization of Spiroacetals to Bis-spiroacetals: An Overview. Molecules. 2004; 9(6):394-404.

Chicago/Turabian Style

Brimble, Margaret A. 2004. "Radical Oxidative Cyclization of Spiroacetals to Bis-spiroacetals: An Overview." Molecules 9, no. 6: 394-404.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert