PALLADIUM(0)-CATALYZED CROSS-COUPLING REACTIONS OF ALPHA-ALKOXYALKENYLSTANNANES AND ALPHA-ALKOXYALKENYLZINCS

被引：29

作者：

CASSON, S ^{[1
]}

KOCIENSKI, P ^{[1
]}

机构：

[1] UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 09期

关键词：

D O I：

10.1039/p19940001187

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Alkoxyalkenylstannanes prepared by the Pd-0-catalysed hydrostannylation of 1-alkoxyalk-1-ynes, undergo Pd-0-catalysed Stille-type cross-coupling reactions with acid chlorides, aryl iodides and alkenyl trifluoromethanesulfonates. In the most complex case. an enol ether moiety was appended to a carbapenem nucleus. The coupling reaction was strongly dependent upon solvent, temperature. and added ligands. The method substantially extends the use of metallated enol ethers as nucleophilic acylation agents.

引用

页码：1187 / 1191

页数：5

共 41 条

[1] PALLADIUM-CATALYZED CARBAMOYLATION AND ALKOXYCARBONYLATION OF VINYLORGANOTINS AND ARYLORGANOTINS - AN EASY ENTRY INTO VINYL OR ARYL AMIDES AND ESTERS
BALAS, L
JOUSSEAUME, B
SHIN, H
VERLHAC, JB
WALLIAN, F
[J]. ORGANOMETALLICS, 1991, 10 (01) : 366 - 368
[2] ALPHA-METHOXYVINYLLITHIUM AND RELATED METALATED ENOL ETHERS - PRACTICAL REAGENTS FOR NUCLEOPHILIC ACYLATION
BALDWIN, JE
HOFLE, GA
LEVER, OW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (22) : 7125 - 7127
[3] CONVENIENT ROUTE TO DIHYDROXYACETONE SUBSTITUENT
BALDWIN, JE
LEVER, OW
TZODIKOV, NR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (13) : 2312 - 2314
[4] COPPER ATE COMPLEXES OF ALPHA-ETHOXYVINYL-LITHIUM - REAGENTS FOR COUPLING AND 1,4 ADDITION OF A MASKED ACYL ANION
BOECKMAN, RK
BRUZA, KJ
BALDWIN, JE
LEVER, OW
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (13) : 519 - 520
[5] SYNTHESES VIA VINYL SULFONES .28. 7-RING ANNULATION - A LINCH-PIN APPROACH TO A TETRACYCLIC PRECURSOR OF THE LATHRANE DITERPENES
BRAISH, TF
SADDLER, JC
FUCHS, PL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (16) : 3647 - 3658
[6] BRANCHED-CHAIN SUGARS .8. SYNTHESIS OF C-ACETYLPYRANOSIDES AND A PILLAROSE DERIVATIVE USING 1-METHOXYVINYL-LITHIUM
BRIMACOMBE, JS
HANNA, R
MATHER, AM
WEAKLEY, TJR
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (01): : 273 - 276
[7] CASSON S, 1993, SYNTHESIS-STUTTGART, P1133
[8] PREPARATION AND SYNTHETIC APPLICATIONS OF LITHIUM DI(ALPHA-METHOXYVINYL)CUPRATE
CHAVDARIAN, CG
HEATHCOCK, CH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (13) : 3822 - 3823
[9] PALLADIUM-CATALYZED COUPLING OF ALLYLIC ACETATES WITH ARYLSTANNANES AND VINYLSTANNANES
DELVALLE, L
STILLE, JK
HEGEDUS, LS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (10) : 3019 - 3023
[10] SYNTHESIS OF C-GLYCOPYRANOSYL COMPOUNDS BY A PALLADIUM-CATALYZED COUPLING REACTION OF 1-TRIBUTYLSTANNYL-D-GLUCALS WITH ORGANIC HALIDES
DUBOIS, E
BEAU, JM
[J]. CARBOHYDRATE RESEARCH, 1992, 228 (01) : 103 - 120

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