Stereoselective synthesis of tetrasubstituted (Z)-alkenes from aryl alkyl ketones utilizing the Horner-Wadsworth-Emmons reaction.
Tetrasubstituted (Z)-alkenes were readily prepared through the Horner-Wadsworth-Emmons reactions of methyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate with aryl alkyl ketones by employing Sn(OSO(2)CF(3))(2) and N-ethylpiperidine.
Sano
Shigeki
S
Faculty of Pharmaceutical Sciences, The University of Tokushima, Sho-machi, Japan. ssano@ph2.tokushima-u.ac.jp
Takehisa
Tomoka
T
Ogawa
Shiho
S
Yokoyama
Kenji
K
Nagao
Yoshimitsu
Y
D017371:8-Hydroxy-2-(di-n-propylamino)tetralin / Q000031:analogs & derivatives* / Q000737:chemistry; D000475:Alkenes / Q000138:chemical synthesis*; D002384:Catalysis; D002934:Cinnamates / Q000737:chemistry* / Q000302:isolation & purification; D007202:Indicators and Reagents; D007659:Ketones / Q000138:chemical synthesis*; D008745:Methylation; D010880:Piperidines; D013237:Stereoisomerism
D000475:Alkenes; D002934:Cinnamates; D007202:Indicators and Reagents; D007659:Ketones; D010880:Piperidines; C471394:butyl-3,5-dimethoxy-4-hydroxycinnamate; C471393:isopropyl 3,5-dimethoxy-4-hydroxycinnamate; C099940:8-(((trifluoromethyl)sulfonyl)oxy)-2-(n-propylamino)tetralin; D017371:8-Hydroxy-2-(di-n-propylamino)tetralin; C430119:1-ethylpiperidine