Molybdenum-catalyzed ring-closing metathesis of allenynes

被引：44

作者：

Murakami, M ^{[1
]}

Kadowaki, S ^{[1
]}

Matsuda, T ^{[1
]}

机构：

[1] Kyoto Univ, Dept Synth Chem & Biol Chem, Kyoto 6158510, Japan

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 18期

关键词：

D O I：

10.1021/ol0514348

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A ring-closing metathesis reaction of allenynes occurred at room temperature in the presence of a molybdenum alkylidene complex to give ring-closed vinylallenes. The vinylallene skeletons were constructed by a metathesis-type reaction between the alkyne moiety and the proximal carbon-carbon double bond of the allene moiety.

引用

页码：3953 / 3956

页数：4

共 27 条

[1] Allene cross-metathesis: Synthesis of 1,3-disubstituted allenes [J].

Ahmed, M ;

Arnauld, T ;

Barrett, AGM ;

Braddock, DC ;

Flack, K ;

Procopiou, PA .

ORGANIC LETTERS, 2000, 2 (04) :551-553

[2] ORGANOMETALLIC CHEMISTRY OF VINYLIDENE AND RELATED UNSATURATED CARBENES [J].

BRUCE, MI .

CHEMICAL REVIEWS, 1991, 91 (02) :197-257

[3] Alkenylcarbene ruthenium arene complexes as initiators of alkene metathesis: An enyne creates a catalyst that promotes its selective transformation [J].

Castarlenas, R ;

Eckert, M ;

Dixneuf, PH .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (17) :2576-2579

[4] Synthesis of oxygen- and nitrogen-containing heterocycles by ring-closing metathesis [J].

Deiters, A ;

Martin, SF .

CHEMICAL REVIEWS, 2004, 104 (05) :2199-2238

[5] Studies on the mechanism of intermolecular enyne metathesis: Kinetic method and alkyne substituent effects [J].

Galan, BR ;

Giessert, AJ ;

Keister, JB ;

Diver, ST .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (16) :5762-5763

[6]

Grubbs R.H., 2003, HDB METATHESIS, V3

[7] Olefin metathesis [J].

Grubbs, RH .

TETRAHEDRON, 2004, 60 (34) :7117-7140

[8] Ring closing enyne metathesis: Control over mode selectivity and stereoselectivity [J].

Hansen, EC ;

Lee, DS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (46) :15074-15080

[9]

Hashmi A. S. K., 2004, MODERN ALLENE CHEM, V2, P877

[10] η1-vinylidene to η2-alkyne isomerization of tungsten and molybdenum complexes [J].

Ipaktschi, J ;

Mohsseni-Ala, J ;

Uhlig, S .

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2003, (24) :4313-4320

← 1 2 3 →