A facile synthesis of (tert-alkoxy)amines

Hasan Palandoken; Chris M. Bocian; Michelle R. McCombs; Michael H. Nantz

doi:10.1016/j.tetlet.2005.07.149

A facile synthesis of (tert-alkoxy)amines

Hasan Palandoken, Chris M. Bocian, Michelle R. McCombs, Michael H. Nantz

Chemistry

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

10 Scopus citations

Abstract

Tertiary alcohols react with stoichiometric BF₃•Et ₂O and N-hydroxyphthalimide to yield N-alkoxyphthalimides. Subsequent hydrazinolyses afford the title compounds.

Original language	English (US)
Pages (from-to)	6667-6669
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	39
DOIs	https://doi.org/10.1016/j.tetlet.2005.07.149
State	Published - Sep 26 2005

Keywords

Alkoxyamine
Aminooxy
Boron trifluoride
Chemoselective
N-Hydroxyphthalimide

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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title = "A facile synthesis of (tert-alkoxy)amines",

abstract = "Tertiary alcohols react with stoichiometric BF3•Et 2O and N-hydroxyphthalimide to yield N-alkoxyphthalimides. Subsequent hydrazinolyses afford the title compounds.",

keywords = "Alkoxyamine, Aminooxy, Boron trifluoride, Chemoselective, N-Hydroxyphthalimide",

author = "Hasan Palandoken and Bocian, {Chris M.} and McCombs, {Michelle R.} and Nantz, {Michael H.}",

year = "2005",

month = sep,

day = "26",

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language = "English (US)",

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journal = "Tetrahedron Letters",

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T1 - A facile synthesis of (tert-alkoxy)amines

AU - Palandoken, Hasan

AU - Bocian, Chris M.

AU - McCombs, Michelle R.

AU - Nantz, Michael H.

PY - 2005/9/26

Y1 - 2005/9/26

N2 - Tertiary alcohols react with stoichiometric BF3•Et 2O and N-hydroxyphthalimide to yield N-alkoxyphthalimides. Subsequent hydrazinolyses afford the title compounds.

AB - Tertiary alcohols react with stoichiometric BF3•Et 2O and N-hydroxyphthalimide to yield N-alkoxyphthalimides. Subsequent hydrazinolyses afford the title compounds.

KW - Alkoxyamine

KW - Aminooxy

KW - Boron trifluoride

KW - Chemoselective

KW - N-Hydroxyphthalimide

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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