NOVEL TYPE OF CARBOZIRCONATION REACTION OF ALKYNES

被引：57

作者：

SUZUKI, N ^{[1
]}

KONDAKOV, DY ^{[1
]}

KAGEYAMA, M ^{[1
]}

KOTORA, M ^{[1
]}

HARA, R ^{[1
]}

TAKAHASHI, T ^{[1
]}

机构：

[1] INST MOLEC SCI,COORDINAT CHEM LABS,OKAZAKI,AICHI 444,JAPAN

来源：

TETRAHEDRON | 1995年 / 51卷 / 15期

关键词：

D O I：

10.1016/0040-4020(94)01138-P

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel type of carbozirconation reaction of alkynes is reported. Treatment of zirconocene-alkyne complexes, zirconacyclopentenes, or zirconacyclopentadienes with allylic compounds gave allylzirconation products of alkynes. Carbozirconation of alkynes with zirconacyclopentenes or zirconacyclopentadienes involved beta,beta'-C-C bond cleavage reaction of zirconacycles. Reactions of zirconacyclopentenes with homoallyl bromides afforded allylcyclopropane derivatives as carbozirconation products.

引用

页码：4519 / 4540

页数：22

共 56 条

[31]

NEGISHI E, 1991, COMPREHENSIVE ORGANI, V4, P1163

[32]

NORMANT JF, 1981, SYNTHESIS-STUTTGART, P841

[33] INTERACTION OF THE ZIRCONOCENE ALKYNE COMPLEX CP2ZR(THF)(ME3SIC2SIME3) AND THE BINUCLEAR ZIRCONIUM SIGMA-ALKENYL COMPLEX (CP[MU-(ETA(1)-ETA(5)-C5H4)]ZR[C(SIME3)=CH(SIME3)])2 WITH CARBON-DIOXIDE AND WATER [J].

ROSENTHAL, U ;

OHFF, A ;

MICHALIK, M ;

GORLS, H ;

BURLAKOV, VV ;

SHUR, VB .

ORGANOMETALLICS, 1993, 12 (12) :5016-5019

[34] NOVEL HEAD-TO-TAIL ALKYL-ALKENE OR ALKENE-ALKENE COUPLING VIA ZIRCONIUM-CATALYZED REACTION OF ALKYLMAGNESIUM DERIVATIVES WITH MONOSUBSTITUTED ALKENES [J].

ROUSSET, CJ ;

NEGISHI, EI ;

SUZUKI, N ;

TAKAHASHI, T .

TETRAHEDRON LETTERS, 1992, 33 (15) :1965-1968

[35] ZIRCONOCENE-PROMOTED STEREOSELECTIVE BICYCLIZATION OF 1,6-DIENES AND 1,7-DIENES TO PRODUCE TRANS-ZIRCONABICYCLO[3.3.0]OCTANES AND CIS-ZIRCONABICYCLO[4.3.0]NONANES [J].

ROUSSET, CJ ;

SWANSON, DR ;

LAMATY, F ;

NEGISHI, E .

TETRAHEDRON LETTERS, 1989, 30 (38) :5105-5108

[36] HYDROZIRCONATION - NEW TRANSITION-METAL REAGENT FOR ORGANIC-SYNTHESIS [J].

SCHWARTZ, J ;

LABINGER, JA .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1976, 15 (06) :333-340

[37]

Schwartz J., 1976, ANGEW CHEM, V88, P402

[38]

SKIBBE V, 1977, J ORGANOMET CHEM, V141, P299

[39] ZIRCONIUM-CATALYZED HIGHLY REGIOSELECTIVE CARBON-CARBON BOND FORMATION REACTIONS [J].

SUZUKI, N ;

KONDAKOV, DY ;

TAKAHASHI, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (18) :8485-8486

[40] PAIR-SELECTIVE COUPLING OF ALKYNES WITH ALKENES ON ZIRCONOCENE COMPLEX [J].

TAKAHASHI, T ;

XI, ZF ;

ROUSSET, CJ ;

SUZUKI, N .

CHEMISTRY LETTERS, 1993, (06) :1001-1004

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