Highly enantioselective phenylacetylene additions to ketones catalyzed by (S)-BINOL-Ti complex.
The readily available and inexpensive (S)-BINOL ligand in combination with Ti(O(i)Pr)(4) is an effective chiral catalyst for the catalytic asymmetric addition of alkynylzinc to unactivated simple ketones. Good to excellent enantioselectivities were achieved. No previous case has been reported successfully using BINOL to catalyze the addition of phenylacetylene to unactivated ketones, and thus the utility of BINOL in asymmetric catalysis is expanded.
Zhou
Yifeng
Y
Department of Biochemistry & Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, China.
Wang
Rui
R
Xu
Zhaoqing
Z
Yan
Wenjin
W
Liu
Lei
L
Kang
Yongfeng
Y
Han
Zhijian
Z
D000114:Acetylene / Q000031:analogs & derivatives* / Q000737:chemistry; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D009284:Naphthols / Q000737:chemistry*; D013237:Stereoisomerism; D014025:Titanium / Q000737:chemistry*
C406944:BINOL, naphthol; D007659:Ketones; D009284:Naphthols; C044736:phenylacetylene; D014025:Titanium; D000114:Acetylene