The Lithiation/Oxygenation Approach to Calix[6]arenes Selectively Functionalized at a Pair of Opposite Methylene Bridges

Ori Shalev; Silvio E. Biali

doi:10.1021/acs.orglett.8b00671

The Lithiation/Oxygenation Approach to Calix[6]arenes Selectively Functionalized at a Pair of Opposite Methylene Bridges

Ori Shalev, Silvio E. Biali

Institute of Chemistry

The Hebrew University of Jerusalem

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

Abstract

Lithiation of the calix[6]arene methyl ether 2 followed by reaction with O₂ yields derivatives with two opposite methylene groups hydroxylated. Calix[6]arenes with two opposite bridges functionalized with alkoxy, azido, and m-xylyl groups were prepared via reaction of a dichlorocalix[6]arene derivative with nucleophiles.

Original language	English
Pages (from-to)	2324-2327
Number of pages	4
Journal	Organic Letters
Volume	20
Issue number	8
DOIs	https://doi.org/10.1021/acs.orglett.8b00671
State	Published - 20 Apr 2018

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.8b00671

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title = "The Lithiation/Oxygenation Approach to Calix[6]arenes Selectively Functionalized at a Pair of Opposite Methylene Bridges",

abstract = "Lithiation of the calix[6]arene methyl ether 2 followed by reaction with O2 yields derivatives with two opposite methylene groups hydroxylated. Calix[6]arenes with two opposite bridges functionalized with alkoxy, azido, and m-xylyl groups were prepared via reaction of a dichlorocalix[6]arene derivative with nucleophiles.",

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doi = "10.1021/acs.orglett.8b00671",

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N2 - Lithiation of the calix[6]arene methyl ether 2 followed by reaction with O2 yields derivatives with two opposite methylene groups hydroxylated. Calix[6]arenes with two opposite bridges functionalized with alkoxy, azido, and m-xylyl groups were prepared via reaction of a dichlorocalix[6]arene derivative with nucleophiles.

AB - Lithiation of the calix[6]arene methyl ether 2 followed by reaction with O2 yields derivatives with two opposite methylene groups hydroxylated. Calix[6]arenes with two opposite bridges functionalized with alkoxy, azido, and m-xylyl groups were prepared via reaction of a dichlorocalix[6]arene derivative with nucleophiles.

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JO - Organic Letters

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The Lithiation/Oxygenation Approach to Calix[6]arenes Selectively Functionalized at a Pair of Opposite Methylene Bridges

Abstract

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