Tetrahedron Letters

Total synthesis of pulverolide: revision of its structure

W Yang, J Liu, H Zhang

Index: Yang, Wanqiu; Liu, Jikai; Zhang, Hongbin Tetrahedron Letters, 2010 , vol. 51, # 37 p. 4874 - 4876

Full Text: HTML

Citation Number: 9

Abstract

A flexible and practical strategy toward the synthesis of rare 2H-furo [3, 2-b] benzopyran-2- one skeleton has been developed. With a microwave-assisted cyclization–dehydration as the key transformation, the first total synthesis of pulverolide has been completed in 10 steps with 9% overall yield, leading to the revision of its proposed structure.

Related Articles:

New 3-and 4-hydroxyfuranones as anti-oxidants and anti-inflammatory agents

[Weber, Valerie; Rubat, Catherine; Duroux, Eliane; Lartigue, Claire; Madesclaire, Michel; Coudert, Pascal Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 14 p. 4552 - 4564]

3-Aryltetronic acids: efficient preparation and use as precursors for vulpinic acids

[Mallinger, Aurelie; Gall, Thierry Le; Mioskowski, Charles Journal of Organic Chemistry, 2009 , vol. 74, # 3 p. 1124 - 1129]

The reactions of diazo compounds with lactones. Part 2. The reaction of cyclic 2-diazo-1, 3-dicarbonyl compounds with diketene: benzofuran formation

[Murphy, Paul V.; O'Sullivan, Timothy J.; Kennedy, Bryan D.; Geraghty, Niall W.A. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 13 p. 2121 - 2126]

An effective one-pot synthesis of 5-substituted tetronic acids

[Ramage, Robert; Griffiths, Gareth J.; Shutt, Fiona E.; Sweeney, John N. A. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 7 p. 1539 - 1545]

An effective one-pot synthesis of 5-substituted tetronic acids

[Ramage, Robert; Griffiths, Gareth J.; Shutt, Fiona E.; Sweeney, John N. A. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 7 p. 1539 - 1545]

More Articles...