Intermolecular rhodium(II)-catalyzed reactions with silicon-substituted carbonyl ylides

被引：15

作者：

Bolm, C ^{[1
]}

Saladin, S ^{[1
]}

Kasyan, A ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 26期

关键词：

D O I：

10.1021/ol026987m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Rh(II)-catalyzed reaction of benzyl 2-trialkylsilyi-2-diazoacetates with various acyclic and cyclic ketones affords novel dioxolanones via silicon-substituted carbonyl ylides in up to 98% yield.

引用

页码：4631 / 4633

页数：3

共 31 条

[1] SYNTHESIS OF POLYSUBSTITUTED DIOXOLES FROM THE CYCLO-ADDITION OF DIAZO DICARBONYL-COMPOUNDS TO ALDEHYDES AND KETONES UNDER COPPER(II) CATALYSIS [J].

ALONSO, ME ;

GARCIA, MD ;

CHITTY, AW .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (19) :3445-3449

[2] TRANSITION-METAL-CATALYZED DECOMPOSITION OF DIAZO(TRIALKYLSILYL)-ACETATES - INTERMOLECULAR FORMATION AND TRAPPING OF CARBONYL YLIDES [J].

ALT, M ;

MAAS, G .

TETRAHEDRON, 1994, 50 (25) :7435-7444

[3] Synthesis and use of α-silyl-substituted α-hydroxyacetic acids [J].

Bolm, C ;

Kasyan, A ;

Heider, P ;

Saladin, S ;

Drauz, K ;

Günther, K ;

Wagner, C .

ORGANIC LETTERS, 2002, 4 (13) :2265-2267

[4]

Bolm C, 2000, ANGEW CHEM INT EDIT, V39, P2288, DOI 10.1002/1521-3773(20000703)39:13<2288::AID-ANIE2288>3.0.CO

[5]

2-Y

[6] A rhodium(II) catalytic approach to the synthesis of ethers of a minor component in a tautomeric set [J].

Busch-Petersen, J ;

Corey, EJ .

ORGANIC LETTERS, 2000, 2 (11) :1641-1643

[7]

Doyle M. P., 1998, Modern Catalytic Methods for Organic Synthesis with Diazo Compounds: From Cyclopropanes to Ylides

[8] Recent advances in asymmetric catalytic metal carbene transformations [J].

Doyle, MP ;

Forbes, DC .

CHEMICAL REVIEWS, 1998, 98 (02) :911-935

[9] CATALYTIC METHODS FOR METAL CARBENE TRANSFORMATIONS [J].

DOYLE, MP .

CHEMICAL REVIEWS, 1986, 86 (05) :919-939

[10] Stereocontrol in intermolecular dirhodium(II)-catalyzed carbonyl ylide formation and reactions. Dioxolanes and dihydrofurans [J].

Doyle, MP ;

Forbes, DC ;

Protopopova, MN ;

Stanley, SA ;

Vasbinder, MM ;

Xavier, KR .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) :7210-7215

← 1 2 3 4 →