Nickel-BINAP catalyzed enantioselective alpha-arylation of alpha-substituted gamma-butyrolactones.
A Ni(0)-BINAP system is utilized for the highly enantioselective alpha-arylation of alpha-substituted gamma-butyrolactones with aryl chlorides and bromides. alpha-Quaternization is achieved in moderate to excellent yields. Furthermore, the rate accelerating effect caused by the addition of Zn(II) salts is investigated.
Spielvogel
Dirk J
DJ
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Buchwald
Stephen L
SL
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D009281:Naphthalenes / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
C406943:BINAP, 2-naphthol; D009281:Naphthalenes; D009942:Organometallic Compounds; D009532:Nickel; D015107:4-Butyrolactone