SYNTHESIS OF L-ORNITHINES STEREOSPECIFICALLY DEUTERATED AT C-3

被引:13
作者
BALDWIN, JE [1 ]
MERRITT, KD [1 ]
SCHOFIELD, CJ [1 ]
机构
[1] OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)79263-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(2S, 3S)-[2,3-H-2(2)]-Ornithine and (2S, 3R)-[3-H-2(1)]-ornithine were prepared with high stereoselectivity via asymmetric reduction catalysed by {bicyclo[2.2.1]hepta-2,5-diene}{(R)-1,2-bis(diphenylphosphino)propane}rhodium (1) trifluoromethanesulphonate [(R)-Rh-Prophos].
引用
收藏
页码:3919 / 3920
页数:2
相关论文
共 13 条
[1]  
BALDWIN JE, UNPUB J CHEM SOC CHE
[2]   NATURALLY-OCCURRING BETA-LACTAMASE INHIBITORS WITH ANTIBACTERIAL ACTIVITY [J].
BROWN, AG ;
BUTTERWORTH, D ;
COLE, M ;
HANSCOMB, G ;
HOOD, JD ;
READING, C .
JOURNAL OF ANTIBIOTICS, 1976, 29 (06) :668-669
[3]   ASYMMETRIC CATALYSIS WITH CHIRAL COMPLEXES OF RHODIUM-O-ISOPROPYLIDENE-2,3-DIHYDROXY-1,4-BIS(DIPHENYLPHOSPHINO)-BUTANE .6. MECHANISM OF REDUCTION OF (E,Z)-ALPHA-ACYLAMINOCINNAMIC ACIDS WITH HOMOGENEOUS RHODIUM CATALYSTS [J].
DETELLIER, C ;
GELBARD, G ;
KAGAN, HB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (24) :7556-7561
[4]   ASYMMETRIC SYNTHESIS - ASYMMETRIC HOMOGENEOUS HYDROGENATION CATALYST WHICH BREEDS ITS OWN CHIRALITY [J].
FRYZUK, MD ;
BOSNICH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (17) :5491-5494
[5]   TRIS[3-(TRIFLUOROMETHYLHYDROXYMETHYLENE)-D-CAMPHORATO]EUROPIUM(III) - CHIRAL SHIFT REAGENT FOR DIRECT DETERMINATION OF ENANTIOMERIC COMPOSITIONS [J].
GOERING, HL ;
EIKENBER.JN ;
KOERMER, GS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (22) :5913-&
[6]  
GREENSTEIN JP, 1961, CHEM AMINO ACIDS, V3, P2479
[7]   OXIDATION OF LONG-CHAIN AND RELATED ALCOHOLS TO CARBONYLS BY DIMETHYL-SULFOXIDE ACTIVATED BY OXALYL CHLORIDE [J].
MANCUSO, AJ ;
HUANG, SL ;
SWERN, D .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (12) :2480-2482
[8]  
OREILLY NJ, 1990, SYNTHESIS-STUTTGART, P550
[9]   BIOSYNTHESIS OF BLASTICIDIN-S FROM L-ALPHA-ARGININE - STEREOCHEMISTRY IN THE ARGININE-2,3-AMINOMUTASE REACTION [J].
PRABHAKARAN, PC ;
WOO, NT ;
YORGEY, PS ;
GOULD, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) :5785-5791
[10]   SYNTHESIS OF CHIRALLY DEUTERIATED PHTHALIMIDOPROPANOLS AND EVALUATION OF THEIR ABSOLUTE STEREOCHEMISTRY [J].
PRABHAKARAN, PC ;
GOULD, SJ ;
ORR, GR ;
COWARD, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (17) :5779-5784