Synthesis and Molecular Structure of Exo-7-Phenyl-5,7-Dimethyl-6,8-Dioxabicyclo[3.2.1]Octane

Bradford P. Mundy; Gary W. Dirks; Raymond D. Larsen; Charles N. Caughlan

doi:10.1021/jo00406a009

Synthesis and Molecular Structure of Exo-7-Phenyl-5,7-Dimethyl-6,8-Dioxabicyclo[3.2.1]Octane

Bradford P. Mundy, Gary W. Dirks, Raymond D. Larsen, Charles N. Caughlan

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

8 Scopus citations

Abstract

The dimer of methyl vinyl ketone, when treated with phenylmagnesium bromide, was converted to the exo and endo isomers of 7-phenyl-5,7-dimethyl-6,8-dioxabicyclo[3.2.1]octane. The x-ray crystallographic examination of the exo isomer provides the first detailed structural data for this interesting bicyclic ketal series. The method of synthesis and the x-ray structural data are provided.

Original language	English (US)
Pages (from-to)	2347-2350
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	43
Issue number	12
DOIs	https://doi.org/10.1021/jo00406a009
State	Published - 1978
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo00406a009

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title = "Synthesis and Molecular Structure of Exo-7-Phenyl-5,7-Dimethyl-6,8-Dioxabicyclo[3.2.1]Octane",

abstract = "The dimer of methyl vinyl ketone, when treated with phenylmagnesium bromide, was converted to the exo and endo isomers of 7-phenyl-5,7-dimethyl-6,8-dioxabicyclo[3.2.1]octane. The x-ray crystallographic examination of the exo isomer provides the first detailed structural data for this interesting bicyclic ketal series. The method of synthesis and the x-ray structural data are provided.",

author = "Mundy, {Bradford P.} and Dirks, {Gary W.} and Larsen, {Raymond D.} and Caughlan, {Charles N.}",

year = "1978",

doi = "10.1021/jo00406a009",

language = "English (US)",

volume = "43",

pages = "2347--2350",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "12",

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TY - JOUR

T1 - Synthesis and Molecular Structure of Exo-7-Phenyl-5,7-Dimethyl-6,8-Dioxabicyclo[3.2.1]Octane

AU - Mundy, Bradford P.

AU - Dirks, Gary W.

AU - Larsen, Raymond D.

AU - Caughlan, Charles N.

PY - 1978

Y1 - 1978

N2 - The dimer of methyl vinyl ketone, when treated with phenylmagnesium bromide, was converted to the exo and endo isomers of 7-phenyl-5,7-dimethyl-6,8-dioxabicyclo[3.2.1]octane. The x-ray crystallographic examination of the exo isomer provides the first detailed structural data for this interesting bicyclic ketal series. The method of synthesis and the x-ray structural data are provided.

AB - The dimer of methyl vinyl ketone, when treated with phenylmagnesium bromide, was converted to the exo and endo isomers of 7-phenyl-5,7-dimethyl-6,8-dioxabicyclo[3.2.1]octane. The x-ray crystallographic examination of the exo isomer provides the first detailed structural data for this interesting bicyclic ketal series. The method of synthesis and the x-ray structural data are provided.

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U2 - 10.1021/jo00406a009

DO - 10.1021/jo00406a009

M3 - Article

SN - 0022-3263

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 12

ER -

Synthesis and Molecular Structure of Exo-7-Phenyl-5,7-Dimethyl-6,8-Dioxabicyclo[3.2.1]Octane

Abstract

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