2-Methylenetetrahydropyrans: Efficient partners in the carbonyl ene reaction

Guohua Liang; Dakin T. Sharum; Troy Lam; Nancy I. Totah

doi:10.1021/ol402843s

2-Methylenetetrahydropyrans: Efficient partners in the carbonyl ene reaction

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

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13 Scopus citations

Abstract

The carbonyl ene reaction of 2-methylenetetrahydropyrans provides a rapid, high yielding route for the preparation of β-hydroxydihydropyrans under mild conditions. This process provides a new entry for the synthesis of 2-substituted tetrahydropyrans and for the direct introduction of oxygen heterocycles into molecular frameworks.

Original language	English (US)
Pages (from-to)	5974-5977
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	23
DOIs	https://doi.org/10.1021/ol402843s
State	Published - Dec 6 2013

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol402843s

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title = "2-Methylenetetrahydropyrans: Efficient partners in the carbonyl ene reaction",

abstract = "The carbonyl ene reaction of 2-methylenetetrahydropyrans provides a rapid, high yielding route for the preparation of β-hydroxydihydropyrans under mild conditions. This process provides a new entry for the synthesis of 2-substituted tetrahydropyrans and for the direct introduction of oxygen heterocycles into molecular frameworks.",

author = "Guohua Liang and Sharum, {Dakin T.} and Troy Lam and Totah, {Nancy I.}",

year = "2013",

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T2 - Efficient partners in the carbonyl ene reaction

AU - Liang, Guohua

AU - Sharum, Dakin T.

AU - Lam, Troy

AU - Totah, Nancy I.

PY - 2013/12/6

Y1 - 2013/12/6

N2 - The carbonyl ene reaction of 2-methylenetetrahydropyrans provides a rapid, high yielding route for the preparation of β-hydroxydihydropyrans under mild conditions. This process provides a new entry for the synthesis of 2-substituted tetrahydropyrans and for the direct introduction of oxygen heterocycles into molecular frameworks.

AB - The carbonyl ene reaction of 2-methylenetetrahydropyrans provides a rapid, high yielding route for the preparation of β-hydroxydihydropyrans under mild conditions. This process provides a new entry for the synthesis of 2-substituted tetrahydropyrans and for the direct introduction of oxygen heterocycles into molecular frameworks.

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U2 - 10.1021/ol402843s

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JO - Organic Letters

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2-Methylenetetrahydropyrans: Efficient partners in the carbonyl ene reaction

Abstract

ASJC Scopus subject areas

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