An Investigation of the Intramolecular Ene Reaction of N-Acyl Imines

Jyh Ming Lin; Kevin Koch; Frank W. Fowler

doi:10.1021/jo00352a008

An Investigation of the Intramolecular Ene Reaction of N-Acyl Imines

Jyh Ming Lin, Kevin Koch, Frank W. Fowler

Department of Biochemistry and Molecular Biology

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

37 Scopus citations

Abstract

N-Acyl imines, produced by the flash vacuum thermolysis of hydroxamic acid derivatives, participate in the intramolecular ene reaction to give nitrogen heterocycles. The reaction is accelerated by carboxyl substitutents on the carbon atom of the N-acyl imine, and the reaction is more successful for the production of pyrrolidine rather than piperdine derivatives.

Original language	English (US)
Pages (from-to)	167-174
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	51
Issue number	2
DOIs	https://doi.org/10.1021/jo00352a008
State	Published - 1986

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo00352a008

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title = "An Investigation of the Intramolecular Ene Reaction of N-Acyl Imines",

abstract = "N-Acyl imines, produced by the flash vacuum thermolysis of hydroxamic acid derivatives, participate in the intramolecular ene reaction to give nitrogen heterocycles. The reaction is accelerated by carboxyl substitutents on the carbon atom of the N-acyl imine, and the reaction is more successful for the production of pyrrolidine rather than piperdine derivatives.",

author = "Lin, {Jyh Ming} and Kevin Koch and Fowler, {Frank W.}",

year = "1986",

doi = "10.1021/jo00352a008",

language = "English (US)",

volume = "51",

pages = "167--174",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "2",

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T1 - An Investigation of the Intramolecular Ene Reaction of N-Acyl Imines

AU - Lin, Jyh Ming

AU - Koch, Kevin

AU - Fowler, Frank W.

PY - 1986

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N2 - N-Acyl imines, produced by the flash vacuum thermolysis of hydroxamic acid derivatives, participate in the intramolecular ene reaction to give nitrogen heterocycles. The reaction is accelerated by carboxyl substitutents on the carbon atom of the N-acyl imine, and the reaction is more successful for the production of pyrrolidine rather than piperdine derivatives.

AB - N-Acyl imines, produced by the flash vacuum thermolysis of hydroxamic acid derivatives, participate in the intramolecular ene reaction to give nitrogen heterocycles. The reaction is accelerated by carboxyl substitutents on the carbon atom of the N-acyl imine, and the reaction is more successful for the production of pyrrolidine rather than piperdine derivatives.

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DO - 10.1021/jo00352a008

M3 - Article

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

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An Investigation of the Intramolecular Ene Reaction of N-Acyl Imines

Abstract

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