2-furyl phosphines as ligands for transition-metal-mediated organic synthesis

被引:227
作者
Andersen, NG [1 ]
Keay, BA [1 ]
机构
[1] Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada
关键词
D O I
10.1021/cr000024o
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The role of 2-Furyl phosphines as ligands for transition-metal-mediated organic synthesis was discussed. The steric and electronic properties of phosphorus(III) ligands with emphasis on phosphines bearing the 2-furyl group were analyzed. It was found that Stille coupling with tri-2-furylphosphine (TFP) ligand allows for milder reaction conditions and hence the attenuation of unwanted side reactions.
引用
收藏
页码:997 / 1030
页数:34
相关论文
共 229 条
[61]   Palladium-mediated carbon-carbon bond forming reactions as a new method for the synthesis of peroxides and hydroperoxides [J].
Dussault, PH ;
Eary, CT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (28) :7133-7134
[62]   PALLADIUM-CATALYZED COUPLING OF ARYL TRIFLATES WITH ORGANOSTANNANES [J].
ECHAVARREN, AM ;
STILLE, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) :5478-5486
[63]   BENZANNULATION OF STANNYLQUINONES - A NEW REGIOCONTROLLED CONSTRUCTION OF SUBSTITUTED NAPHTHOQUINONE AND ANTHRAQUINONE [J].
EDWARDS, JP ;
KRYSAN, DJ ;
LIEBESKIND, LS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) :9868-9869
[64]   SYNTHESIS AND INVESTIGATIONS OF ENETETRAYNES [J].
ELBAUM, D ;
NGUYEN, TB ;
JORGENSEN, WL ;
SCHREIBER, SL .
TETRAHEDRON, 1994, 50 (05) :1503-1518
[65]   Synthesis of (+/-)-licarin B and eupomatenoids-1 and -12: A general approach to 2-aryl-7-alkoxy-benzofuranoid neolignans [J].
Engler, TA ;
Chai, WY .
TETRAHEDRON LETTERS, 1996, 37 (39) :6969-6970
[66]  
FAGAN PJ, 2000, Patent No. 2000021663
[67]   A NEW APPROACH TO THYMIDYLATE SYNTHETASE INHIBITORS [J].
FARINA, V ;
FIRESTONE, RA .
TETRAHEDRON, 1993, 49 (04) :803-810
[68]  
FARINA V, 1991, SYNLETT, P157
[69]   On the mechanism of cine substitution in the Stille reaction: New evidence for the intermediacy of Pd(0) carbenes [J].
Farina, V ;
Hossain, MA .
TETRAHEDRON LETTERS, 1996, 37 (39) :6997-7000
[70]   PALLADIUM-CATALYZED COUPLING OF ARYLSTANNANES WITH ORGANIC SULFONATES - A COMPREHENSIVE STUDY [J].
FARINA, V ;
KRISHNAN, B ;
MARSHALL, DR ;
ROTH, GP .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) :5434-5444