A novel asymmetric hydroarsination reaction promoted by a chiral organopalladium complex

被引:37
作者
Bungabong, Maricar L.
Tan, Kien Wee
Li, Yongxin
Selvaratnam, Selvasothi V.
Dongol, Krishna G.
Leung, Pak-Hing [1 ]
机构
[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Math & Phys Sci, Singapore 637616, Singapore
[2] Inst Chem & Engn Sci, Singapore 627833, Singapore
关键词
D O I
10.1021/ic0701561
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The dissymmetrical chiral bidentate (R)-(+)-1-(diphenylphosphino)-2-(diphenylarsino)propane was prepared stereoselectively via the novel asymmetric hydroarsination reaction between diphenylarsine and diphenyl-1-propenyl-(E)-phosphine using di-mu-chlorobis{(S)-1-[1-(dimethylamino)ethyl]-2-naphthalenyl-C,N}dipalladium(II) as the chiral reaction promoter.
引用
收藏
页码:4733 / 4736
页数:4
相关论文
共 23 条
[11]  
HARTWIG JF, 2002, Patent No. 6384282
[12]   Palladium-catalyzed intermolecular hydroamination of vinylarenes using arylamines [J].
Kawatsura, M ;
Hartwig, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (39) :9546-9547
[14]   Pt(Me-Duphos)-catalyzed asymmetric hydrophosphination of activated olefins: Enantioselective synthesis of chiral phosphines [J].
Kovacik, I ;
Wicht, DK ;
Grewal, NS ;
Glueck, DS ;
Incarvito, CD ;
Guzei, IA ;
Rheingold, AL .
ORGANOMETALLICS, 2000, 19 (06) :950-953
[15]   Metal template promoted hydroamination of ethynylphosphines and aniline.: Asymmetric synthesis, coordination chemistry, and the imine-enamine tautomerism of P-chiral iminophosphines [J].
Liu, XM ;
Mok, KF ;
Leung, PH .
ORGANOMETALLICS, 2001, 20 (18) :3918-3926
[16]   Metal-initiated amination of alkenes and alkynes [J].
Muller, TE ;
Beller, M .
CHEMICAL REVIEWS, 1998, 98 (02) :675-703
[17]   A novel approach toward asymmetric synthesis of alcohol functionalized C-chiral diphosphines via two-stage hydrophosphination of terminal alkynols [J].
Pullarkat, Sumod A. ;
Yi, Ding ;
Li, Yongxin ;
Tan, Geok-Kheng ;
Leung, Pak-Hing .
INORGANIC CHEMISTRY, 2006, 45 (18) :7455-7463
[18]   Nickel(II)-catalyzed highly enantioselective hydrophosphination of methacrylonitrile [J].
Sadow, AD ;
Haller, I ;
Fadini, L ;
Togni, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (45) :14704-14705
[19]   ENANTIOMERISM IN (RSTAR,RSTAR)-(+/-) AND (RSTAR,SSTAR)-(+/-)-1-(METHYLPHENYLARSINO)-2-(METHYLPHENYLPHOSPHINO)BENZENE - RESOLUTION OF BOTH DIASTEREOISOMERS BY METAL COMPLEXATION [J].
SALEM, G ;
WILD, SB .
INORGANIC CHEMISTRY, 1983, 22 (26) :4049-4054
[20]  
STERN EW, 1961, P CHEM SOC LONDON, P370