Ruthenium catalyzed deuterium labelling of α-carbon in primary alcohol and primary/secondary amine in D2O

被引:69
作者
Takahashi, M [1 ]
Oshima, K [1 ]
Matsubara, S [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Nishikyo Ku, Kyoto 6158510, Japan
关键词
D O I
10.1246/cl.2005.192
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Primary alcohols and primary/secondary amines are labelled with D atom at alpha-position regioselectively by means of deuterium oxide and ruthenium catalyst.
引用
收藏
页码:192 / 193
页数:2
相关论文
共 31 条
[1]   NUCLEAR MAGNETIC RESONANCE SPECTRA AND CONFORMATIONS OF DEUTERATED CYCLOOCTANES [J].
ANET, FAL ;
STJACQUE.M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (11) :2585-&
[2]   A SIMPLIFIED PREPARATION OF FULLY DEUTERATED HIGH MOLECULAR WEIGHT HYDROCARBONS [J].
ATKINSON, JG ;
LUKE, MO ;
STUART, RS .
CANADIAN JOURNAL OF CHEMISTRY, 1967, 45 (13) :1511-&
[3]  
Balzarek C, 1999, ANGEW CHEM INT EDIT, V38, P2406, DOI 10.1002/(SICI)1521-3773(19990816)38:16<2406::AID-ANIE2406>3.0.CO
[4]  
2-1
[5]   The activation barrier to axial torsion in 2,2'-bis(diphenylphosphino)biphenyl [J].
Desponds, O ;
Schlosser, M .
TETRAHEDRON LETTERS, 1996, 37 (01) :47-48
[6]   RUTHENIUM PROMOTED OXIDATION OF AMINES [J].
DIAMOND, SE ;
TOM, GM ;
TAUBE, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (10) :2661-2664
[7]  
EDONDS M, 2003, MODERN CARBONYL OLEF
[8]   Deuterium exchange mediated by an iridium-phosphine complex formed in situ [J].
Ellames, GJ ;
Gibson, JS ;
Herbert, JM ;
Kerr, WJ ;
McNeill, AH .
TETRAHEDRON LETTERS, 2001, 42 (36) :6413-6416
[9]  
GANETT JL, 1967, J AM CHEM SOC, V89, P4545
[10]   A highly efficient synthetic procedure for deuteriating imidazoles and imidazolium salts [J].
Hardacre, C ;
Holbrey, JD ;
McMath, SEJ .
CHEMICAL COMMUNICATIONS, 2001, (04) :367-368