Aldol- and Mannich-type reactions via in situ olefin migration in ionic liquid

被引：99

作者：

Yang, XF

Wang, MW

Varma, RS

Li, CJ ^{[1
]}

机构：

[1] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA

[2] US EPA, Natl Risk Management Res Lab, Clean Proc Branch, Cincinnati, OH 45268 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 05期

关键词：

D O I：

10.1021/ol0273102

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] An aldol-type and a Mannich-type reaction via the cross-coupling of aldehydes and imines with allylic alcohols catalyzed by RuCl2(PPh3)(3) was developed with ionic liquid as the solvent. The solvent/caltalyst system could be reused for at least five times with no loss of reactivity.

引用

收藏

页码：657 / 660

页数：4

相关论文

共 43 条

[1]

[Anonymous], 2002, CLEAN SOLVENTS ALTER, DOI DOI 10.1021/BK-2002-0819

[2] CROSSED ALDOL TYPE CONDENSATION-REACTIONS IN AQUEOUS-MEDIA [J].

CHAN, TH ;

LI, CJ ;

WEI, ZY .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (06) :505-507

[3] Catalytic and highly efficient 1,4-addition of terminal alkynes to conjugated enones by [RuCl2(p-cymene)]2/pyrrolidine [J].

Chang, S ;

Na, Y ;

Choi, E ;

Kim, S .

ORGANIC LETTERS, 2001, 3 (13) :2089-2091

[4]

CHAUVIN Y, 1995, Patent No. 9514147

[5] Palladium catalysed allylation reactions in ionic liquids [J].

Chen, WP ;

Xu, LJ ;

Chatterton, C ;

Xiao, JL .

CHEMICAL COMMUNICATIONS, 1999, (13) :1247-1248

[6] From allylic alcohols to aldols via a novel, tandem isomerization-condensation catalyzed by Fe(CO)5 [J].

Crévisy, C ;

Wietrich, M ;

Le Boulaire, V ;

Uma, R ;

Grée, R .

TETRAHEDRON LETTERS, 2001, 42 (03) :395-398

[7] Platinum-catalyzed enantioselective aldol addition of ketene silyl acetals to aldehydes [J].

Fujimura, O .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (39) :10032-10039

[8] Rhodium promoted isomerisation of allylic alkoxides: a new method for enolate anion formation [J].

Gazzard, LJ ;

Motherwell, WB ;

Sandham, DA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (08) :979-993

[9] Michael reaction of stabilized carbon nucleophiles catalyzed by [RuH2(PPh(3))(4)] [J].

GomezBengoa, E ;

Cuerva, JM ;

Mateo, C ;

Echavarren, AM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (36) :8553-8565

[10]

Grieco P.A., 1998, Organic synthesis in water

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