Ruthenium-Catalyzed Carbon−Carbon Bond Formation between Propargylic Alcohols and Alkenes via the Allenylidene-Ene Reaction
- 29 April 2003
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 125 (20), 6060-6061
- https://doi.org/10.1021/ja035106j
Abstract
A novel ruthenium-catalyzed carbon−carbon bond formation between propargylic alcohols and alkenes via the allenylidene-ene reaction has been found to afford the corresponding 2,4-disubstituted-1-hexen-5-ynes in moderate yields. The finding described here discloses a new reactivity of allenylidene complexes. As a synthetic application, intramolecular cyclization of propargylic alcohols bearing an alkene moiety has been developed to give the corresponding syn-substituted chromanes in high yields with an excellent diastereoselectivity.Keywords
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