Activation of organozinc reagents with t-Bu-P4 base for transition metal-free catalytic SN2' reaction.
The t-Bu-P4 base was found to be an excellent catalyst for activating organozinc reagents and was used to promote the S(N)2' reaction of alpha,beta-unsaturated esters bearing a gamma-chloride using various organozinc reagents: these reactions proceeded in high yields with excellent chemo-and regioselectivity.
Kobayashi
Koji
K
Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki Aza Aoba 6-3, Aoba-ku, Sendai 980-8578, Japan.
Ueno
Masahiro
M
Naka
Hiroshi
H
Kondo
Yoshinori
Y
D002384:Catalysis; D002712:Chlorides / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D009942:Organometallic Compounds / Q000138:chemical synthesis*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D017967:Zinc Compounds / Q000138:chemical synthesis*
D002712:Chlorides; D004952:Esters; D007202:Indicators and Reagents; D009942:Organometallic Compounds; D009943:Organophosphorus Compounds; D017967:Zinc Compounds; C532267:tert-butyl-P4 base