Highly Enantioselective Reductive Cyclization of Acetylenic Aldehydes via Rhodium Catalyzed Asymmetric Hydrogenation
Jong Uk Rhee and Michael J. Krische*
*University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712, Email: mkrischemail.utexas.edu
J. U. Rhee, M. J. Krische, J. Am. Chem. Soc., 2006, 128, 10674-10675.
Catalytic hydrogenation of acetylenic aldehydes using a chirally modified cationic rhodium catalysts enables highly enantioselective reductive cyclization to afford cyclic allylic alcohols. Using an achiral hydrogenation catalyst, some chiral racemic acetylenic aldehydes engage in highly syn-diastereoselective reductive cyclizations.
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Pyrrolidines, γ-Lactams, Cyclic Ethers, Allylic Alcohols