A mild, copper-catalysed amide deprotection strategy: use of tert-butyl as a protecting group

Vikki  Evans; M F Mahon; R L Webster

doi:10.1016/j.tet.2014.07.080

A mild, copper-catalysed amide deprotection strategy: use of tert-butyl as a protecting group

Vikki Evans, M F Mahon, R L Webster

Department of Chemistry

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Abstract

Mild methods for the deprotection of organic substrates are of fundamental importance in synthetic chemistry. A new room temperature method using a catalytic amount of Cu(OTf)2 is reported. This allows use of the tert-butyl group as an amide protecting group. The methodology is also extended to Boc-deprotection.

Original language	English
Pages (from-to)	7593-7597
Number of pages	5
Journal	Tetrahedron
Volume	70
Issue number	41
DOIs	https://doi.org/10.1016/j.tet.2014.07.080
Publication status	Published - 14 Oct 2014

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10.1016/j.tet.2014.07.080

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title = "A mild, copper-catalysed amide deprotection strategy: use of tert-butyl as a protecting group",

abstract = "Mild methods for the deprotection of organic substrates are of fundamental importance in synthetic chemistry. A new room temperature method using a catalytic amount of Cu(OTf)2 is reported. This allows use of the tert-butyl group as an amide protecting group. The methodology is also extended to Boc-deprotection.",

author = "Vikki Evans and Mahon, {M F} and Webster, {R L}",

year = "2014",

month = oct,

day = "14",

doi = "10.1016/j.tet.2014.07.080",

language = "English",

volume = "70",

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journal = "Tetrahedron",

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T1 - A mild, copper-catalysed amide deprotection strategy

T2 - use of tert-butyl as a protecting group

AU - Evans, Vikki

AU - Mahon, M F

AU - Webster, R L

PY - 2014/10/14

Y1 - 2014/10/14

N2 - Mild methods for the deprotection of organic substrates are of fundamental importance in synthetic chemistry. A new room temperature method using a catalytic amount of Cu(OTf)2 is reported. This allows use of the tert-butyl group as an amide protecting group. The methodology is also extended to Boc-deprotection.

AB - Mild methods for the deprotection of organic substrates are of fundamental importance in synthetic chemistry. A new room temperature method using a catalytic amount of Cu(OTf)2 is reported. This allows use of the tert-butyl group as an amide protecting group. The methodology is also extended to Boc-deprotection.

UR - http://www.sciencedirect.com/science/article/pii/S0040402014011090

UR - http://dx.doi.org/10.1016/j.tet.2014.07.080

U2 - 10.1016/j.tet.2014.07.080

DO - 10.1016/j.tet.2014.07.080

M3 - Article

SN - 0040-4020

VL - 70

SP - 7593

EP - 7597

JO - Tetrahedron

JF - Tetrahedron

IS - 41

ER -

A mild, copper-catalysed amide deprotection strategy: use of tert-butyl as a protecting group

Abstract

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A mild, copper-catalysed amide deprotection strategy: use of tert-butyl as a protecting group

Abstract

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Avance 300 MHz Nuclear Magnetic Resonance (NMR) Spectrometer (1South)

Electrospray Time-of-Flight Mass Spectrometer (Open-Access)

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