NEW CHIRAL PHOSPHOLANES - SYNTHESIS, CHARACTERIZATION, AND USE IN ASYMMETRIC HYDROGENATION REACTIONS

被引：285
作者：
BURK, MJ
FEASTER, JE
HARLOW, RL
机构：
来源：
TETRAHEDRON-ASYMMETRY | 1991年 / 2卷 / 07期
关键词：
D O I：
10.1016/S0957-4166(00)86109-1
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
We describe the practical synthesis of enantiomerically pure trans-2,5-disubstituted-1-phenylphospholanes which are then employed in the preparation of a new series of C2-symmetric bis- and C3-symmetric tris(phospholane) ligands. A versatile three-step route to the important chiral 1,4-diol intermediates, used in the phosphine synthesis, is outlined. Rhodium complexes bearing the new phosphine ligands were prepared and shown to act as efficient catalyst precursors for the enantioselective hydrogenation of various unsaturated substrates.
引用
收藏
页码：569 / 592
页数：24
相关论文
共 63 条
[11]   ASYMMETRIC CATALYSIS .33. NEW OPTICALLY-ACTIVE PHOSPHOLANES DERIVED FROM TARTARIC ACID [J].
BRUNNER, H ;
SIEVI, R .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 328 (1-2) :71-80
[12]   ENANTIOSELECTIVE CATALYSIS WITH TRANSITION-METAL COMPLEXES [J].
BRUNNER, H .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 300 (1-2) :39-56
[13]   NEW CHIRAL C3-SYMMETRICAL TRIPODAL PHOSPHANES [J].
BURK, MJ ;
HARLOW, RL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (12) :1462-1464
[14]  
BURK MJ, 1990, ORGANOMETALLICS, V10, P2653
[15]  
CHALONER PA, 1986, HDB COORDINATION CAT
[16]   IDENTIFICATION OF THE ENANTIOSELECTIVE STEP IN THE ASYMMETRIC CATALYTIC-HYDROGENATION OF A PROCHIRAL OLEFIN [J].
CHAN, ASC ;
PLUTH, JJ ;
HALPERN, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (18) :5952-5954
[17]  
COLLMAN JP, 1987, PRINCIPLES APPLICATI
[18]   THE SYNTHESIS OF TRIDENTATE DIALKYLAMINO LIGANDS CONTAINING TERTIARY PHOSPHORUS OR ARSENIC DONORS [J].
DANOPOULOS, AA ;
WILLS, AR ;
EDWARDS, PG .
POLYHEDRON, 1990, 9 (19) :2413-2418
[19]   TRIDENTATE AMIDO PHOSPHINE DERIVATIVES OF THE NICKEL TRIAD - SYNTHESIS, CHARACTERIZATION, AND REACTIVITY OF NICKEL(II), PALLADIUM(II), AND PLATINUM(II) AMIDE COMPLEXES [J].
FRYZUK, MD ;
MACNEIL, PA ;
RETTIG, SJ ;
SECCO, AS ;
TROTTER, J .
ORGANOMETALLICS, 1982, 1 (07) :918-930
[20]   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
1234567