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

• DOI: 10.1021/ja0687926
• Publication Date: 2007-03-29T11:00:37Z
• Authors: Yoshihiro Yamauchi; Gen Onodera; Ken Sakata; Masahiro Yuki; Yoshihiro Miyake; Sakae Uemura; Yoshiaki Nishibay...
• Keywords: Cyclopropane

Ruthenium-catalyzed efficient preparation of the conjugated enynes can be carried out in reactions 1-cyclopropyl-2-propyn-1-ols with nitrogen- and oxygen-centered nucleophiles such as anilines water presence a catalytic amount sulfur-bridged diruthenium complexes. The use complexes catalysts realizes completely stereoselective tri- tetrasubstituted enynes, where ruthenium−allenylidene work key intermediates. direct attack on cyclopropane ring connected to an allenylidene ligand is step obtain stereoselectively.