Ruthenium-catalyzed reactions of 1-cyclopropyl-2-propyn-1-ols with anilines and water via allenylidene intermediates: selective preparation of tri- and tetrasubstituted conjugated enynes.
J Am Chem Soc
; 129(16): 5175-9, 2007 Apr 25.
Article
in En
| MEDLINE
| ID: mdl-17391034
Ruthenium-catalyzed efficient preparation of the conjugated enynes can be carried out in the reactions of 1-cyclopropyl-2-propyn-1-ols with nitrogen- and oxygen-centered nucleophiles such as anilines and water in the presence of a catalytic amount of sulfur-bridged diruthenium complexes. The use of such complexes as catalysts realizes the completely stereoselective preparation of tri- and tetrasubstituted conjugated enynes, where ruthenium-allenylidene complexes work as key intermediates. The direct attack of nucleophiles on a cyclopropane ring connected to an allenylidene ligand is a key step to obtain the enynes stereoselectively.
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Collection:
01-internacional
Database:
MEDLINE
Main subject:
Organometallic Compounds
/
Benzyl Alcohols
/
Cyclopropanes
/
Aniline Compounds
Language:
En
Journal:
J Am Chem Soc
Year:
2007
Document type:
Article
Affiliation country:
Japan
Country of publication:
United States