Mechanism of the Prins Reaction. Stereoaspects of the Formation of 1,3-Dioxanes

Edward E. Smissman; Richard A. Schnettler; Philip S. Portoghese

doi:10.1021/jo01014a034

Mechanism of the Prins Reaction. Stereoaspects of the Formation of 1,3-Dioxanes

Edward E. Smissman, Richard A. Schnettler, Philip S. Portoghese

Medicinal Chemistry

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

28 Scopus citations

Abstract

N.m.r. analysis of 1,3-dioxanes formed in the Prins reaction of aromatic olefins indicates a cis addition of two formaldehyde units. A possible mechanism is discussed.

Original language	English (US)
Pages (from-to)	797-801
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	30
Issue number	3
DOIs	https://doi.org/10.1021/jo01014a034
State	Published - Mar 1 1965

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title = "Mechanism of the Prins Reaction. Stereoaspects of the Formation of 1,3-Dioxanes",

abstract = "N.m.r. analysis of 1,3-dioxanes formed in the Prins reaction of aromatic olefins indicates a cis addition of two formaldehyde units. A possible mechanism is discussed.",

author = "Smissman, {Edward E.} and Schnettler, {Richard A.} and Portoghese, {Philip S.}",

year = "1965",

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journal = "Journal of Organic Chemistry",

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T1 - Mechanism of the Prins Reaction. Stereoaspects of the Formation of 1,3-Dioxanes

AU - Smissman, Edward E.

AU - Schnettler, Richard A.

AU - Portoghese, Philip S.

PY - 1965/3/1

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AB - N.m.r. analysis of 1,3-dioxanes formed in the Prins reaction of aromatic olefins indicates a cis addition of two formaldehyde units. A possible mechanism is discussed.

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