RHODIUM CARBENOID MEDIATED CYCLIZATIONS - INTRAMOLECULAR CYCLOPROPANATION AND C-H INSERTION REACTIONS DERIVED FROM TYPE-II O-ALKYNYL SUBSTITUTED ALPHA-DIAZOACETOPHENONES

被引：24

作者：

MUELLER, PH ^{[1
]}

KASSIR, JM ^{[1
]}

SEMONES, MA ^{[1
]}

WEINGARTEN, MD ^{[1
]}

PADWA, A ^{[1
]}

机构：

[1] EMORY UNIV,DEPT CHEM,ATLANTA,GA 30322

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 27期

关键词：

D O I：

10.1016/S0040-4039(00)79330-0

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 alkynyl substituted diazo ketones gives rise to products derived from migration of the metal to the remote acetylenic carbon atom.

引用

页码：4285 / 4288

页数：4

共 28 条

[1] RHODIUM (II) CATALYZED-REACTIONS OF DIAZO-CARBONYL COMPOUNDS [J].

ADAMS, J ;

SPERO, DM .

TETRAHEDRON, 1991, 47 (10-11) :1765-1808

[2] DIAZOTRANSFER REACTIONS WITH PARA-ACETAMIDOBENZENESULFONYL AZIDE [J].

BAUM, JS ;

SHOOK, DA ;

DAVIES, HML ;

SMITH, HD .

SYNTHETIC COMMUNICATIONS, 1987, 17 (14) :1709-1716

[3]

Burke S. D., 1979, ORG REACTIONS, V26, P361, DOI DOI 10.1002/0471264180.0R026.02

[4] AN IMPROVED METHOD FOR THE SYNTHESIS OF ALPHA-DIAZO KETONES [J].

DANHEISER, RL ;

MILLER, RF ;

BRISBOIS, RG ;

PARK, SZ .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1959-1964

[5] ELECTROPHILIC METAL CARBENES AS REACTION INTERMEDIATES IN CATALYTIC REACTIONS [J].

DOYLE, MP .

ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (11) :348-356

[6] ELECTRONIC AND STERIC CONTROL IN CARBON HYDROGEN INSERTION REACTIONS OF DIAZOACETOACETATES CATALYZED BY DIRHODIUM(II) CARBOXYLATES AND CARBOXAMIDES [J].

DOYLE, MP ;

WESTRUM, LJ ;

WOLTHUIS, WNE ;

SEE, MM ;

BOONE, WP ;

BAGHERI, V ;

PEARSON, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (03) :958-964

[7] 60 YEARS OF STAUDINGER REACTION [J].

GOLOLOBOV, YG ;

ZHMUROVA, IN ;

KASUKHIN, LF .

TETRAHEDRON, 1981, 37 (03) :437-472

[8] CYCLIZATION REACTIONS OF MOLYBDENUM AND CHROMIUM CARBENE COMPLEXES WITH 1,6-ENYNES AND 1,7-ENYNES - EFFECT OF TETHER LENGTH AND COMPOSITION [J].

HARVEY, DF ;

LUND, KP ;

NEIL, DA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (22) :8424-8434

[9] RHODIUM(II) ACETATE CATALYZED ALKYNE INSERTION REACTIONS OF ALPHA-DIAZO KETONES - MECHANISTIC INFERENCES [J].

HOYE, TR ;

DINSMORE, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) :4343-4345

[10] DOUBLE (INTERNAL EXTERNAL) ALKYNE INSERTION REACTIONS OF ALPHA-DIAZOKETONES [J].

HOYE, TR ;

DINSMORE, CJ .

TETRAHEDRON LETTERS, 1991, 32 (31) :3755-3758

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