Air- and microwave-stable (C5H5)Ru catalysts for improved regio and enantioselective carroll rearrangements

被引:41
作者
Constant, Samuel [1 ]
Tortoioli, Simone [1 ]
Mueller, Jessica [1 ]
Linder, David [1 ]
Buron, Frederic [1 ]
Lacour, Jerome [1 ]
机构
[1] Univ Geneva, Dept Chim Organ, CH-1211 Geneva, Switzerland
关键词
allyl complexes; enantioselectivity; homogeneous catalysis; N ligands; ruthenium;
D O I
10.1002/anie.200704019
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reduce, reuse, recycle: Zwitterionic adducts of pyridyl-containing hexacoordinate phosphorus anions and (C5H5)Ru moieties (see picture) are air-, moisture-, and microwave-stable catalysts that can be readily purified and in some instances recycled. Carroll rearrangements of allylic β-ketoesters performed with these species occur with improved regio- and enantioselectivity. (Figure Presented) © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:8979 / 8982
页数:4
相关论文
共 52 条
[1]  
[Anonymous], ANGEW CHEM
[2]   Stereoselective formation of (aminoalkyl)platinum complexes from imines [J].
Baar, CR ;
Carbray, LP ;
Jennings, MC ;
Puddephatt, RJ ;
Vittal, JJ .
ORGANOMETALLICS, 2001, 20 (03) :408-417
[3]   Chiral salen-metal complexes as novel catalysts for the asymmetric synthesis of α-amino acids under phase transfer catalysis conditions [J].
Belokon, YN ;
North, M ;
Churkina, TD ;
Ikonnikov, NS ;
Maleev, VI .
TETRAHEDRON, 2001, 57 (13) :2491-2498
[4]   From helicate to infinite coordination polymer: crystal and molecular structures of silver(I) complexes of readily prepared di-Schiff bases [J].
Bowyer, PK ;
Porter, KA ;
Rae, AD ;
Willis, AC ;
Wild, SB .
CHEMICAL COMMUNICATIONS, 1998, (10) :1153-1154
[5]  
Braun M., 2006, ANGEW CHEM, V118, P7106
[6]   Tsuji-Trost allylic alkylation with ketone enolates [J].
Braun, Manfred ;
Meier, Thorsten .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (42) :6952-6955
[7]   Pentamethylcyclopentadienyl-ruthenium catalysts for regio- and enantioselective allylation of nucleophiles [J].
Bruneau, Christian ;
Renaud, Jean-Luc ;
Demerseman, Bernard .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (20) :5178-5187
[8]   Ruthenium-catalyzed stereospecific decarboxylative allylation of non-stabilized ketone enolates [J].
Burger, EC ;
Tunge, JA .
CHEMICAL COMMUNICATIONS, 2005, (22) :2835-2837
[9]   Ruthenium-catalyzed decarboxylative allylation of nonstabilized ketone enolates [J].
Burger, EC ;
Tunge, JA .
ORGANIC LETTERS, 2004, 6 (15) :2603-2605
[10]  
Constant S., 2007, ANGEW CHEM, V119, P2128