An improved 1,3-diene synthesis from alkyne and ethylene using cross-enyne metathesis

被引：81

作者：

Tonogaki, K ^{[1
]}

Mori, M ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(02)00215-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of 1,3-diene from alkyne and ethylene (I atm) was improved using ruthenium carbene complex lb having heterocyclic carbene as a ligand. In this reaction, the heteroatom at the propargylic position was not required, although the reaction of alkyne with the first-generation ruthenium carbene complex la was affected by the substituent at the propargylic position. Various 1,3-dienes could be synthesized from alkynes and ethylene. (C) 2002 Published by Elsevier Science Ltd.

引用

页码：2235 / 2238

页数：4

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[21] Design, synthesis, and applications of stereospecific 1,3-diene carbonyls [J].

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[23] NEW SYNTHESIS OF 1,2-BENZOCYCLOHEPTA-1,3-DIENE [J].

DAUPHIN, G ;

DAVID, L ;

DUPRAT, P ;

KERGOMAR.A ;

VESCHAMB.H .

SYNTHESIS-STUTTGART, 1973, (03) :149-149

[24] SYNTHESIS OF 1-ACETOXY-3-METHYLBUTA-1,3-DIENE [J].

CASTELLS, J ;

SANCHEZ, JF .

ANALES DE QUIMICA, 1974, 70 (04) :367-368

[25] Design, synthesis, and applications of stereospecific 1,3-diene carbonyls [J].

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[26] STEREOSELECTIVE SYNTHESIS OF 1,4-DISUBSTITUTED 1,3-DIENE FROM ALDEHYDE USING ORGANOTITANIUM REAGENT [J].

IKEDA, Y ;

UKAI, J ;

IKEDA, N ;

YAMAMOTO, H .

TETRAHEDRON, 1987, 43 (04) :731-741

[27] STEREOSELECTIVE SYNTHESIS OF 1,4-DISUBSTITUTED 1,3-DIENE [J].

UKAI, J ;

IKEDA, Y ;

IKEDA, N ;

YAMAMOTO, H .

TETRAHEDRON LETTERS, 1984, 25 (45) :5173-5176

[28] CROSS-COUPLING REACTIONS OF D2-TANTALUM ALKYNE COMPLEXES - SELECTIVE 1,3-DIENE SYNTHESES AND THEIR RELEVANCE TO ALKYNE CYCLIZATION CHEMISTRY [J].

STRICKLER, JR ;

WEXLER, PA ;

WIGLEY, DE .

ORGANOMETALLICS, 1991, 10 (01) :118-127

[29] CYCLOALKENYLATION OF ALDIMINE USING 1,3-DIENE SYNTHESIS OF 4-ALKYLAMINOCYCLOHEXENE DERIVATIVES [J].

TAKABE, K ;

FUJIWARA, H ;

KATAGIRI, T ;

TANAKA, J .

TETRAHEDRON LETTERS, 1975, (14) :1239-1240

[30] CARBONYL-(1,4-DIAZA-1,3-DIENE)-(1,3-DIENE)IRON COMPOUNDS - PHOTO-CHEMICAL PREPARATION USING TRICARBONYL-(1,4-DIAZA-1,3-DIENE)IRON [J].

FRUHAUF, HW ;

GREVELS, FW ;

LANDERS, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 178 (02) :349-360

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