2-Methylenetetrahydropyrans: Efficient Partners in the Carbonyl Ene Reaction

Guohua Liang, Dakin T. Sharum, Troy Lam and Nancy I. Totah*

*Department of Chemistry, Syracuse University, Syracuse, New York 13244, United States, Email: ntotahsyr.edu

G. Liang, D. T. Sharu, T. Lam, N. I. Totah, Org. Lett., 2013, 15, 5974-5977.

DOI: 10.1021/ol402843s

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Abstract

The carbonyl ene reaction of 2-methylenetetrahydropyrans provides β-hydroxydihydropyrans under mild conditions in very good yields. This synthesis of 2-substituted tetrahydropyrans enables a direct introduction of oxygen heterocycles into molecular frameworks.

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Key Words

3,4-dihydro-2H-pyrans, Ene reaction

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ID: J54-Y2013