Application of a 2-methylenetetrahydropyran linchpin for the synthesis of 2,6-disubstituted 4H-pyrans

Md Abid Hasan; Laura J. Saunders; Troy Lam; Nancy I. Totah

doi:10.1016/j.tetlet.2024.155053

Application of a 2-methylenetetrahydropyran linchpin for the synthesis of 2,6-disubstituted 4H-pyrans

Md Abid Hasan, Laura J. Saunders, Troy Lam, Nancy I. Totah

Research output: Contribution to journal › Article › peer-review

Abstract

A convergent, modular approach for the synthesis of 2,6-disubstitued-4H-pyrans is reported via the sequential carbonyl ene reaction of a 2-methylenetetrahydropyran linchpin. This sequence proceeds under mild conditions in synthetically useful yields and highlights the utility of cross-oriented dienol ether derivatives as neutral nucleophiles in carbon–carbon bond forming reactions.

Original language	English (US)
Article number	155053
Journal	Tetrahedron Letters
Volume	142
DOIs	https://doi.org/10.1016/j.tetlet.2024.155053
State	Published - Jun 6 2024

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2024.155053

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abstract = "A convergent, modular approach for the synthesis of 2,6-disubstitued-4H-pyrans is reported via the sequential carbonyl ene reaction of a 2-methylenetetrahydropyran linchpin. This sequence proceeds under mild conditions in synthetically useful yields and highlights the utility of cross-oriented dienol ether derivatives as neutral nucleophiles in carbon–carbon bond forming reactions.",

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AU - Saunders, Laura J.

AU - Lam, Troy

AU - Totah, Nancy I.

PY - 2024/6/6

Y1 - 2024/6/6

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AB - A convergent, modular approach for the synthesis of 2,6-disubstitued-4H-pyrans is reported via the sequential carbonyl ene reaction of a 2-methylenetetrahydropyran linchpin. This sequence proceeds under mild conditions in synthetically useful yields and highlights the utility of cross-oriented dienol ether derivatives as neutral nucleophiles in carbon–carbon bond forming reactions.

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ER -

Application of a 2-methylenetetrahydropyran linchpin for the synthesis of 2,6-disubstituted 4H-pyrans

Abstract

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