DIPOLAR CYCLOADDITION OF CYCLIC RHODIUM CARBENOIDS TO AROMATIC HETEROCYCLES

被引：86

作者：

PIRRUNG, MC

ZHANG, JC

MCPHAIL, AT

机构：

[1] Department of Chemistry, Duke University, P. M. Gross Chemical Laboratory, Durham

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 22期

关键词：

D O I：

10.1021/jo00022a010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclic diazo 1,3-dicarbonyl compounds are decomposed by rhodium carboxylate salts in the presence of furans, dihydrofurans, pyrroles, and indoles to generate 7-oxatricyclo[6.4.0.0(2,6)]dodecane derivatives.

引用

页码：6269 / 6271

页数：3

共 48 条

[1] DIASTEREOSELECTIVITY IN THE SYNTHESIS OF 3(2H)-FURANONES - TOTAL SYNTHESIS OF (+)-MUSCARINE
ADAMS, J
POUPART, MA
GRENIER, L
[J]. TETRAHEDRON LETTERS, 1989, 30 (14) : 1753 - 1756
[2] RHODIUM (II) CATALYZED-REACTIONS OF DIAZO-CARBONYL COMPOUNDS
ADAMS, J
SPERO, DM
[J]. TETRAHEDRON, 1991, 47 (10-11) : 1765 - 1808
[3] RHODIUM ACETATE CATALYZES THE ADDITION OF CARBENOIDS ALPHA-OXYGENS TO ETHER OXYGENS
ADAMS, J
POUPART, MA
GRENIER, L
SCHALLER, C
OUIMET, N
FRENETTE, R
[J]. TETRAHEDRON LETTERS, 1989, 30 (14) : 1749 - 1752
[4] A DIHYDRO-ALPHA-FUROIC ESTER SYNTHESIS BY THE CATALYZED-REACTIONS OF ETHYL DIAZOPYRUVATE WITH ENOL ETHERS
ALONSO, ME
JANO, P
HERNANDEZ, MI
GREENBERG, RS
WENKERT, E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (18) : 3047 - 3050
[5] STUDIES ON THE ORIGIN OF DIHYDROFURANS FROM ALPHA-DIAZOCARBONYL COMPOUNDS - CONCERTED 1,3-DIPOLAR CYCLOADDITION VS NONSYNCHRONOUS COUPLING IN THE COPPER CHELATE CATALYZED-REACTIONS OF ALPHA-DIAZODICARBONYL COMPOUNDS WITH ELECTRON-RICH OLEFINS
ALONSO, ME
MORALES, A
CHITTY, AW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (19) : 3747 - 3754
[6] ON THE QUESTION OF FREE-RADICAL INTERMEDIACY IN CYCLO-ADDITION REACTIONS OF DIAZOCARBONYL COMPOUNDS TO OLEFINS UNDER COPPER(II) CHELATE CATALYSIS
ALONSO, ME
HERNANDEZ, MI
GOMEZ, M
JANO, P
PEKERAR, S
[J]. TETRAHEDRON, 1985, 41 (12) : 2347 - 2354
[7] INTRAMOLECULAR RHODIUM CARBENOID INSERTIONS INTO AROMATIC C-H BONDS - PREPARATION OF 1,3-DIHYDROTHIOPHENE 2,2-DIOXIDES FUSED ONTO AROMATIC RINGS
BABU, SD
HRYTSAK, MD
DURST, T
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1989, 67 (06): : 1071 - 1076
[8] BUCHI G, 1971, J AM CHEM SOC, V93, P746, DOI 10.1021/ja00732a032
[9] TOTAL SYNTHESIS OF RACEMIC ISOCHORISMIC ACID
BUSCH, FR
BERCHTOLD, GA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (10) : 3346 - 3347
[10] FUNCTIONALIZED OXAZOLES FROM RHODIUM-CATALYZED REACTION OF DIMETHYL DIAZOMALONATE WITH NITRILES
CONNELL, R
SCAVO, F
HELQUIST, P
AKERMARK, B
[J]. TETRAHEDRON LETTERS, 1986, 27 (46) : 5559 - 5562

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