Stereoselective synthesis of Z-alpha-aryl-alpha,beta-unsaturated esters.
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.
Mani
Neelakandha S
NS
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
Mapes
Christopher M
CM
Wu
Jiejun
J
Deng
Xiaohu
X
Jones
Todd K
TK
D003681:Dehydration; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D012680:Sensitivity and Specificity; D013237:Stereoisomerism
D004952:Esters