Highly enantioselective alkynylation of aldehydes using a new BINOL/Ti(OiPr)4/chiral sulfonamide catalyst system.
A series of sulfonamides (2-4) were prepared from natural amino acids and used as additives in the BINOL-Ti(OiPr)(4) catalyzed enantioselective alkynylation of aldehydes. The reactions proceeded smoothly with good yields and very high ee's (up to 99%) in most cases.
Li
Xingshu
X
School of Pharmaceutical Science, Zhongshan University, Guangzhou, People's Republic of China. xsli219@yahoo.com
Lu
Gui
G
Jia
Xian
X
Wu
Yinuo
Y
Chan
Albert S C
AS
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry*; D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D007202:Indicators and Reagents; D015394:Molecular Structure; D009284:Naphthols; D009942:Organometallic Compounds; D013237:Stereoisomerism; D014025:Titanium
D000447:Aldehydes; D000480:Alkynes; C406944:BINOL, naphthol; D007202:Indicators and Reagents; D009284:Naphthols; D009942:Organometallic Compounds; C102815:titanium isopropoxide; D014025:Titanium