ASYMMETRIC MULTIPOINT CONTROL BY PALLADIUM-CATALYZED DIASTEREOSELECTIVE TANDEM CARBON-CARBON BOND FORMATION

被引：28

作者：

TORII, S

OKUMOTO, H

KOTANI, T

NAKAYASU, S

OZAKI, H

机构：

[1] Department of Applied Chemistry, Faculty of Engineering, Okayama University, Naka, Okayama, 700, Tsushima

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 24期

关键词：

DIASTEREODIFFERENTIATION; PALLADIUM-CATALYSIS; NORBORNENE; ACETYLENE; ALKENYL IODIDE;

D O I：

10.1016/S0040-4039(00)92674-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed diastereo-differentiative tandem connection of cis-alkenyl iodide, cyclic fragment, and terminal acetylene was executed. The discrimination of the diastereotopic face and olefinic carbons of norbornene was achieved with accompanying isomerization of the cis-geometry of the olefin to trans in good yields.

引用

收藏

页码：3503 / 3506

页数：4

相关论文

共 30 条

[1]

AMARI E, 1985, J ORGANOMET CHEM, V285, P389

[2] PALLADIUM-CATALYZED OR NICKEL-CATALYZED SEQUENTIAL REACTION OF ORGANIC BROMIDES, BICYCLO[2.2.1]HEPT-2-ENE OR BICYCLO[2.2.1]HEPTA-2,5-DIENE AND ALKYNES [J].

CATELLANI, M ;

CHIUSOLI, GP ;

MARI, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 275 (01) :129-138

[3] ONE-POT PALLADIUM-CATALYZED SYNTHESIS OF 2,3-DISUBSTITUTED BICYCLO[2.2.1]HEPTANES AND BICYCLO[2.2.1]HEPT-5-ENES [J].

CATELLANI, M ;

CHIUSOLI, GP .

TETRAHEDRON LETTERS, 1982, 23 (43) :4517-4520

[4] PALLADIUM-CATALYZED SYNTHESES OF CONDENSED CYCLOPENTANES - THE CRYSTAL AND MOLECULAR-STRUCTURE OF 3-BENZYLIDENPENTACYCLO[9.2.1.5,8.11,11.02,10.04,9]-PENTADECANE [J].

CATELLANI, M ;

CHIUSOLI, GP ;

SGARABOTTO, P .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 240 (03) :311-319

[5] THE TERMINATION STEP IN PALLADIUM-CATALYZED INSERTION REACTIONS [J].

CATELLANI, M ;

CHIUSOLI, GP .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1983, 250 (01) :509-515

[6] SOME PALLADIUM-CATALYZED CARBON CARBON BOND FORMATION REACTIONS [J].

CATELLANI, M ;

CHIUSOLI, GP ;

COSTA, M .

PURE AND APPLIED CHEMISTRY, 1990, 62 (04) :623-630

[7] A NEW PALLADIUM CATALYZED SYNTHESIS OF CIS,EXO-2,3-DIARYLSUBSTITUTED BICYCLO[2.2.1]HEPTANES OR BICYCLO[2.2.1]HEPT-2-ENES [J].

CATELLANI, M ;

CHIUSOLI, GP ;

CONCARI, S .

TETRAHEDRON, 1989, 45 (16) :5263-5268

[8] PALLADIUM-CATALYZED REACTION OF ORGANIC HALIDES WITH ORGANOTIN COMPOUNDS INVOLVING OLEFIN INSERTION - SYNTHESIS OF 2,3-DI-SUBSTITUTED NORBORANES [J].

KOSUGI, M ;

TAMURA, H ;

SANO, H ;

MIGITA, T .

TETRAHEDRON, 1989, 45 (04) :961-967

[9] PALLADIUM CATALYZED-REACTIONS OF ORGANIC HALIDES WITH ORGANOTIN COMPOUNDS INVOLVING INSERTION OF NORBORNENE - SYNTHESIS OF 2,3-DISUBSTITUTED NORBORNANE [J].

KOSUGI, M ;

TAMURA, H ;

SANO, H ;

MIGITA, T .

CHEMISTRY LETTERS, 1987, (01) :193-194

[10] MERCURY IN ORGANIC-CHEMISTRY .23. SYNTHESIS OF PI-ALLYLPALLADIUM AND ALKYLPALLADIUM COMPOUNDS VIA VINYLPALLADATION OF CYCLIC OLEFINS [J].

LAROCK, RC ;

TAKAGI, K ;

HERSHBERGER, SS ;

MITCHELL, MA .

TETRAHEDRON LETTERS, 1981, 22 (52) :5231-5234