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Sc(OTf)3-catalyzed one-pot ene-Prins cyclization: a novel synthesis of octahydro-2H-chromen-4-ols
Authors:J.S. Yadav  B.V. Subba Reddy  A.V. Ganesh  G.G.K.S. Narayana Kumar
Affiliation:Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Abstract:(R)-Citronellal undergoes initial ene reaction followed by Prins cyclization with aldehydes in the presence of 5 mol % of scandium triflate at ambient temperature to furnish octahydro-2H-chromen-4-ols in good yields and with high cis-selectivity. The use of scandium triflate makes this procedure simple, more convenient, and practical.
Keywords:Citronellal   ene-Prins cyclization   Isopulegol   Aldehydes   Octahydro-2H-chromen-4-ols
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