Total synthesis of (+/-)-aspercyclide A and its C19 methyl ether

James L Carr; Daniel A Offermann; Mary D Holdom; Philip Dusart; Andrew J P White; Andrew J Beavil; Robin J Leatherbarrow; Stephen D Lindell; Brian J Sutton; Alan C Spivey

doi:10.1039/b923528k

Total synthesis of (+/-)-aspercyclide A and its C19 methyl ether

Chem Commun (Camb). 2010 Mar 21;46(11):1824-6. doi: 10.1039/b923528k. Epub 2009 Dec 23.

Authors

James L Carr¹, Daniel A Offermann, Mary D Holdom, Philip Dusart, Andrew J P White, Andrew J Beavil, Robin J Leatherbarrow, Stephen D Lindell, Brian J Sutton, Alan C Spivey

Affiliation

¹ Department of Chemistry, South Kensington campus, Imperial College, London, UK SW7 2AZ.

PMID: 20198221
DOI: 10.1039/b923528k

Abstract

The total syntheses of (+/-)-aspercyclide A (1) and its C19 methyl ether (15a) featuring Heck-Mizoroki macrocyclisation to form the 11-membered (E)-styrenyl biaryl ether lactone core are described.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Crystallography, X-Ray
Cyclization
Lactones / chemical synthesis
Lactones / chemistry*
Macrocyclic Compounds / chemical synthesis*
Macrocyclic Compounds / chemistry
Methyl Ethers / chemistry*
Molecular Conformation

Substances

Lactones
Macrocyclic Compounds
Methyl Ethers
aspercyclide A

Abstract

Publication types

MeSH terms

Substances

Grants and funding