On the mechanism of intramolecular photocycloaddition of substituted o-allylphenols to cyclic ethers

S. Geresh; O. Levy; Y. Markovits; A. Shani

doi:10.1016/0040-4020(75)80294-8

On the mechanism of intramolecular photocycloaddition of substituted o-allylphenols to cyclic ethers

S. Geresh
, O. Levy
, Y. Markovits
, A. Shani

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

38 Scopus citations

Abstract

Osmometric and NMR techniques were used in order to study the ionic mechanism for the intramolecular photocycloaddition reaction of o-allyl phenols (1) to give cyclic ethers (2) + (3). The role of the intramolecular H-bond between the OH group and the π-electrons of the allylic group was ascertained. based on the results of the photocyclization, osmometric and NMR measurements the substituents can be divided into 3 groups according to their effect on the above intramolecular interaction.

Original language	English
Pages (from-to)	2803-2807
Number of pages	5
Journal	Tetrahedron
Volume	31
Issue number	22
DOIs	https://doi.org/10.1016/0040-4020(75)80294-8
State	Published - 1 Jan 1975

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/0040-4020(75)80294-8

Cite this

@article{5fb178bf282343e6849700db47e6db51,

title = "On the mechanism of intramolecular photocycloaddition of substituted o-allylphenols to cyclic ethers",

abstract = "Osmometric and NMR techniques were used in order to study the ionic mechanism for the intramolecular photocycloaddition reaction of o-allyl phenols (1) to give cyclic ethers (2) + (3). The role of the intramolecular H-bond between the OH group and the π-electrons of the allylic group was ascertained. based on the results of the photocyclization, osmometric and NMR measurements the substituents can be divided into 3 groups according to their effect on the above intramolecular interaction.",

author = "S. Geresh and O. Levy and Y. Markovits and A. Shani",

year = "1975",

month = jan,

day = "1",

doi = "10.1016/0040-4020(75)80294-8",

language = "English",

volume = "31",

pages = "2803--2807",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd.",

number = "22",

}

TY - JOUR

T1 - On the mechanism of intramolecular photocycloaddition of substituted o-allylphenols to cyclic ethers

AU - Geresh, S.

AU - Levy, O.

AU - Markovits, Y.

AU - Shani, A.

PY - 1975/1/1

Y1 - 1975/1/1

N2 - Osmometric and NMR techniques were used in order to study the ionic mechanism for the intramolecular photocycloaddition reaction of o-allyl phenols (1) to give cyclic ethers (2) + (3). The role of the intramolecular H-bond between the OH group and the π-electrons of the allylic group was ascertained. based on the results of the photocyclization, osmometric and NMR measurements the substituents can be divided into 3 groups according to their effect on the above intramolecular interaction.

AB - Osmometric and NMR techniques were used in order to study the ionic mechanism for the intramolecular photocycloaddition reaction of o-allyl phenols (1) to give cyclic ethers (2) + (3). The role of the intramolecular H-bond between the OH group and the π-electrons of the allylic group was ascertained. based on the results of the photocyclization, osmometric and NMR measurements the substituents can be divided into 3 groups according to their effect on the above intramolecular interaction.

UR - https://www.scopus.com/pages/publications/0000284368

U2 - 10.1016/0040-4020(75)80294-8

DO - 10.1016/0040-4020(75)80294-8

M3 - Article

AN - SCOPUS:0000284368

SN - 0040-4020

VL - 31

SP - 2803

EP - 2807

JO - Tetrahedron

JF - Tetrahedron

IS - 22

ER -

On the mechanism of intramolecular photocycloaddition of substituted o-allylphenols to cyclic ethers

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this