A synthesis of (-)-ebelactones A and B

Cooksey, J.P., Ford, R., Kocienski, P.J., Pelotier, B. and Pons, J.M. (2010) A synthesis of (-)-ebelactones A and B. Tetrahedron, 66(33), pp. 6462-6467. (doi: 10.1016/j.tet.2010.05.072)

Abstract

A synthesis of the beta-lactone esterase inhibitors (-)-ebelactones A and B is described. The synthesis features the use of a Hoppe homoaldol reaction and a Cu(I)-mediated 1,2-metallate rearrangement of a metallated enol carbamate as key fragment linkage reactions.

• Item Type: Articles
• Keywords: 1,2-Metallate rearrangement ALDEHYDES BETA-LACTONES CUPRATE REARRANGEMENT Ebelactone A Ebelactone B EBELACTONE-B ESTERASE Hoppe homoaldol reaction INHIBITOR ORGANIC-SYNTHESIS OXIDATION REAGENTS Roush crotylmetallation STEREOSELECTIVE-SYNTHESIS
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: UNSPECIFIED
• Authors: Cooksey, J.P., Ford, R., Kocienski, P.J., Pelotier, B., and Pons, J.M.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Tetrahedron
• ISSN: 0040-4020