title: Stereoselective synthesis of Z-alpha-aryl-alpha,beta-unsaturated esters.
abstract: An efficient method for the stereoselective synthesis of (Z)-alpha-arylacrylates is described. Treatment of alpha-hydroxyesters with triflic anhydride and pyridine at 0 degrees C followed by warming to room temperature afforded the corresponding (Z)-alpha-aryl-alpha,beta-unsaturated esters in very good yields and excellent stereoselectivity.
authors.affiliation: Department of Drug Discovery, Johnson & Johnson Pharmaceutical Research and Development, L.L.C., 3210 Merryfield Row, San Diego, California 92121, USA. nmani@prdus.jnj.com
authors.forename: Neelakandha S
authors.initials: NS
authors.lastname: Mani
authors.forename: Christopher M
authors.initials: CM
authors.lastname: Mapes
authors.forename: Jiejun
authors.initials: J
authors.lastname: Wu
authors.forename: Xiaohu
authors.initials: X
authors.lastname: Deng
authors.forename: Todd K
authors.initials: TK
authors.lastname: Jones
mesh_terms: D003681:Dehydration; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D012680:Sensitivity and Specificity; D013237:Stereoisomerism
chemical_list: D004952:Esters