Cu(I)-catalyzed enantioselective [3 + 2] cycloaddition reaction of 1-alkylallenylsilane with alpha-imino ester: asymmetric synthesis of dehydroproline derivatives.
[reaction: see text] The catalytic, enantioselective [3 + 2] cycloaddition reaction of 1-alkyl-substituted allenylsilanes with alpha-imino ester has been achieved by means of [Cu(MeCN)(4)]BF(4)/(R)-DM-SEGPHOS catalyst to afford silyl-substituted dehydroproline derivatives in high yields and enantioselectivities.
Daidouji
Kazunori
K
Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan.
Fuchibe
Kohei
K
Akiyama
Takahiko
T
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D004952:Esters / Q000737:chemistry; D007097:Imines / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
D004952:Esters; D007097:Imines; D007202:Indicators and Reagents; D012821:Silanes; D003300:Copper; D011392:Proline