Stereoselective chemoenzymatic synthesis of sitophilate: a natural pheromone |
| |
Institution: | 1. Department of Chemistry, University of Crete, Iraklion-Voutes, 71003 Crete, Greece;2. Codexis Inc., 129 North Hill Ave, Suite 103, Pasadena, CA 91106, USA |
| |
Abstract: | The aggregation pheromone of the granary weevil Sitophilus granarius, (2S,3R)-1-ethylpropyl 3-hydroxy-2-methylpentanoate, has been synthesized in 63% total isolated yield and high chemical and enantiomeric purity (98% de, >99% ee) from readily available methyl 3-oxopentanoate. A stereoselective ketone reduction followed by an ester hydrolysis, were the two key steps of the synthesis and were both performed by commercially available enzymes. |
| |
Keywords: | |
本文献已被 ScienceDirect 等数据库收录! |
|