VINYLAMINOCARBENES OF GROUP-6 METALS BY METATHESIS REACTION OF 2-AMINO-1,3-BUTADIENES - REACTIVITY TOWARD ELECTRON-DEFICIENT ALKENES

被引：48

作者：

BARLUENGA, J

AZNAR, F

MARTIN, A

机构：

[1] Instituto Universitario de Química Organometálica “Enriaue Moles”, Campus del Cristo, Universidad de Oviedo

来源：

ORGANOMETALLICS | 1995年 / 14卷 / 03期

关键词：

D O I：

10.1021/om00003a050

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new method for the synthesis of chromium, molybdenum, and tungsten Fischer-type vinylaminocarbenes 3 by the metathesis reaction of 2-amino-1,3-butadienes and phenyloxycarbenes is reported. In addition, the reaction of 3 with electron-deficient alkenes to afford, after hydrolysis, the vinyl ketones 6 has been studied. In order to explain this behavior, a cyclopropanation process has been proposed, which is supported by the formation of the seven-membered ring 8 from diene 7.

引用

页码：1429 / 1433

页数：5

共 44 条

[1] EXOSELECTIVE DIELS-ALDER REACTIONS OF AMINOCARBENE COMPLEXES
ANDERSON, BA
WULFF, WD
POWERS, TS
TRIBBITT, S
RHEINGOLD, AL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (27) : 10784 - 10798
[2] BALDOLI C, 1993, SYNLETT, P935
[3] THE FIRST [4+3] ANNULATION OF FISCHER CARBENE COMPLEXES WITH AZADIENES - FACILE SYNTHESIS OF AZEPINES
BARLUENGA, J
TOMAS, M
BALLESTEROS, A
SANTAMARIA, J
LOPEZORTIZ, F
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (03) : 321 - 322
[4] ANNULATION REACTION OF VINYLALMINOCARBENES - CHARACTERIZATION OF THE TETRACARBONYL VINYLCARBENE AND METALAHEXATRIENE INTERMEDIATES
BARLUENGA, J
AZNAR, F
MARTIN, A
GARCIAGRANDA, S
PEREZCARRENO, E
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (24) : 11191 - 11192
[5] AN EXPEDITIOUS STEREOSELECTIVE SYNTHESIS OF FUNCTIONALIZED 7-MEMBERED CARBOCYCLES BY REACTION OF 2-AMINOBUTA-1,3-DIENES WITH VINYLCHROMIUM FISCHER TYPE CARBENES
BARLUENGA, J
AZNAR, F
MARTIN, A
GARCIAGRANDA, S
SALVADO, MA
PERTIERRA, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (03) : 319 - 321
[6] 2-AMINO-1,3-BUTADIENES AS CHIRAL BUILDING-BLOCKS - ENANTIOSELECTIVE SYNTHESIS OF 4-PIPERIDONES, 4-NITROCYCLOHEXANONES, AND 1,3-CYCLOHEPTADIONE DERIVATIVES
BARLUENGA, J
AZNAR, F
VALDES, C
MARTIN, A
GARCIAGRANDA, S
MARTIN, E
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) : 4403 - 4404
[7] CATALYTIC AMINOMERCURATION REACTIONS OF 3-ALKEN-1-YNES - AN IMPROVED METHOD FOR THE SYNTHESIS OF 2-AMINO-1,3-BUTADIENES AND 1-AZA-1,3-BUTADIENES
BARLUENGA, J
AZNAR, F
VALDES, C
CABAL, MP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (21) : 6166 - 6171
[8] CYCLOPROPANES FROM REACTIONS OF TRANSITION-METAL CARBENE COMPLEXES WITH OLEFINS
BROOKHART, M
STUDABAKER, WB
[J]. CHEMICAL REVIEWS, 1987, 87 (02) : 411 - 432
[9] REACTIONS OF (CO)5WC(TOL)2 WITH ALKENES - MODEL FOR STRUCTURAL SELECTIVITY IN OLEFIN METATHESIS REACTION
CASEY, CP
TUINSTRA, HE
SAEMAN, MC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (02) : 608 - 609
[10] (CO)-C-13 EXCHANGE-REACTIONS OF METAL-CARBENE COMPLEXES
CASEY, CP
CESA, MC
[J]. ORGANOMETALLICS, 1982, 1 (01) : 87 - 94

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