共 21 条
Kinetic resolution and double stereodifferentiation in catalytic asymmetric C-H activation of 2-substituted pyrrolidines
被引:38
作者:

Davies, HML
论文数: 0 引用数: 0
h-index: 0
机构:
SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

Venkataramani, C
论文数: 0 引用数: 0
h-index: 0
机构:
SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
机构:
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
关键词:
D O I:
10.1021/ol015974q
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Dirhodium tetrakis (S-(N-dodecylbenzenesulfonyl)prolinate (Rh-2(S-DOSP)(4)) catalyzed decomposition of methyl aryldiazoacetates in the presence of a substituted pyrrolidines results in highly diastereoselective and enantioselective C-H insertions, These reactions can proceed with impressive levels of double stereodifferentiation and kinetic resolution, which allows for three stereocenters to be controlled during the C-H insertion step.
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页码:1773 / 1775
页数:3
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- [1] SELECTIVE INTERMOLECULAR CARBON-HYDROGEN BOND ACTIVATION BY SYNTHETIC METAL-COMPLEXES IN HOMOGENEOUS SOLUTION[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) : 154 - 162ARNDTSEN, BA论文数: 0 引用数: 0 h-index: 0机构: UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720 UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720BERGMAN, RG论文数: 0 引用数: 0 h-index: 0机构: UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720 UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720MOBLEY, TA论文数: 0 引用数: 0 h-index: 0机构: UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720 UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720PETERSON, TH论文数: 0 引用数: 0 h-index: 0机构: UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720 UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720
- [2] Enantioselective synthesis of D-threo-methylphenidate[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (27) : 6511 - 6512Axten, JM论文数: 0 引用数: 0 h-index: 0机构: Univ Penn, Dept Chem, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Philadelphia, PA 19104 USAIvy, R论文数: 0 引用数: 0 h-index: 0机构: Univ Penn, Dept Chem, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Philadelphia, PA 19104 USAKrim, L论文数: 0 引用数: 0 h-index: 0机构: Univ Penn, Dept Chem, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Philadelphia, PA 19104 USAWinkler, JD论文数: 0 引用数: 0 h-index: 0机构: Univ Penn, Dept Chem, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
- [3] Catalytic asymmetric C-H activation of alkanes and tetrahydrofuran[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (13) : 3063 - 3070Davies, HML论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USAHansen, T论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USAChurchill, MR论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
- [4] Recent progress in asymmetric intermolecular C-H activation by rhodium carbenoid intermediates[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 617 (01) : 47 - 55Davies, HML论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USAAntoulinakis, EG论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
- [5] Catalytic asymmetric C-H activation of silyl enol ethers as an equivalent of an asymmetric Michael reaction[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (09) : 2070 - 2071Davies, HML论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USARen, PD论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
- [6] Asymmetric catalytic C-H activation applied to the synthesis of syn-aldol products[J]. ORGANIC LETTERS, 2000, 2 (26) : 4153 - 4156Davies, HML论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USAAntoulinakis, EG论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
- [7] Effect of carbenoid structure on the reactions of rhodium-stabilized carbenoids with cycloheptatriene[J]. TETRAHEDRON LETTERS, 2000, 41 (13) : 2035 - 2038Davies, HML论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USAStafford, DG论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USAHansen, T论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USAChurchill, MR论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USAKeil, KM论文数: 0 引用数: 0 h-index: 0机构: SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
- [8] Asymmetric intermolecular carbenoid C-H insertions catalyzed by rhodium(II) (S)-N-(p-dodecylphenyl)sulfonylprolinate[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (38) : 9075 - 9076Davies, HML论文数: 0 引用数: 0 h-index: 0机构: Department of Chemistry, State University of New York, BuffaloHansen, T论文数: 0 引用数: 0 h-index: 0机构: Department of Chemistry, State University of New York, Buffalo
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