THE [NI(CO)4]-PROMOTED CARBONYLATIVE CYCLOADDITION OF ALKYNES AND ALLYL HALIDES FOR THE SYNTHESIS OF 2-CYCLOPENTENONE DERIVATIVES

被引：18

作者：

LLEBARIA, A ^{[1
]}

MORETO, JM ^{[1
]}

机构：

[1] CSIC,CID,DEPT QUIM ORGAN BIOL,JORDI GIRONA 18-26,E-08034 BARCELONA,SPAIN

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1993年 / 451卷 / 1-2期

关键词：

D O I：

10.1016/0022-328X(93)83002-D

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The [Ni(CO)4]-mediated carbonylative cycloaddition of alkynes and allyl halides first reported by Chiusoli, has been reviewed, extended and optimized for application to cyclopentenone synthesis. An insight into the reaction mechanism is also given to explain the results obtained, in particular the regio- and stereo-chemistry of the process.

引用

页码：1 / 13

页数：13

共 28 条

[1] PI-ALLYLMETAL DERIVATIVES IN ORGANIC SYNTHESIS [J].

BAKER, R .

CHEMICAL REVIEWS, 1973, 73 (05) :487-530

[2] RULES FOR RING-CLOSURE [J].

BALDWIN, JE .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (18) :734-736

[3]

BILLINGTON DC, 1985, CHEM SOC REV, P93

[4] A TOTAL SYNTHESIS OF METHYLENOMYCIN-B [J].

CAMPS, F ;

COLL, J ;

MORETO, JM ;

TORRAS, J .

TETRAHEDRON LETTERS, 1985, 26 (51) :6397-6398

[5] 29-NORSENGOSTERONE AND 29-NORCYASTERONE, NEW C-28 PHYTOECDYSTEROIDS FROM AJUGA-REPTANS (LABIATAE) [J].

CAMPS, F ;

COLL, J ;

CORTEL, A .

CHEMISTRY LETTERS, 1982, (09) :1313-1316

[6] NEW PRACTICAL SYNTHESIS OF SPIROCYCLOPENTENONES [J].

CAMPS, F ;

LLEBARIA, A ;

MORETO, JM ;

PAGES, L .

TETRAHEDRON LETTERS, 1992, 33 (01) :113-114

[7] FUSED BICYCLIC SYSTEMS THROUGH A NI-MEDIATED INTERMOLECULAR CYCLOPENTENONE ANNULATION [J].

CAMPS, F ;

LLEBARIA, A ;

MORETO, JM ;

PAGES, L .

TETRAHEDRON LETTERS, 1992, 33 (01) :109-112

[8] STUDIES FOR CONTROL OF THE NI(CO)4-PROMOTED CARBONYLATIVE CYCLO-ADDITION OF ALLYL HALIDES AND ACETYLENES [J].

CAMPS, F ;

COLL, J ;

MORETO, JM ;

TORRAS, J .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) :1969-1978

[9] A 2 STEP PROCEDURE AS IMPROVED ALTERNATIVE TO THE CYCLOCARBONYLATION OF ALLYL HALIDES AND ACETYLENE DERIVATIVES MEDIATED BY NI(CO)4 [J].

CAMPS, F ;

COLL, J ;

LLEBARIA, A ;

MORETO, JM .

TETRAHEDRON LETTERS, 1988, 29 (45) :5811-5814

[10] INFLUENCE OF FUNCTIONAL SUBSTITUTION OF ALLYL HALIDES ON THEIR NI(CO)4 PROMOTED CARBONYLATIVE CYCLOADDITION WITH ACETYLENES [J].

CAMPS, F ;

MORETO, JM ;

PAGES, L .

TETRAHEDRON, 1992, 48 (15) :3147-3162

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