Highly Diastereoselective Synthesis of Fully Substituted Tetrahydrofurans
Hu et al. have reported the synthesis of fully substituted tetrahydrofurans by a one-pot cascade reaction using a rhodium(II) catalyst. According to their results, by the reaction of an aryldiazoacetate with a secondary allyl alcohol derivative in the presence of rhodium(II) acetate dimer, an O-H insertion reaction proceeds with excellent diastereoselectivity. Subsequent intramolecular Michael-type addition produces the desired tetrahydrofurans with excellent stereoselective control.
X. Xu, X. Han, L. Yang, W. Hu, Chem. Eur. J. 2009, 15, 12604.
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