A facile synthesis of (tert-alkoxy)amines

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

Research output: Contribution to journal › Article

10 Citations (Scopus)

Abstract

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

Original languageEnglish (US)
Pages (from-to)6667-6669
Number of pages3
JournalTetrahedron Letters
Volume46
Issue number39
DOIs
StatePublished - Sep 26 2005

Fingerprint

Amines
Alcohols
N-hydroxyphthalimide
alkoxyl radical

Keywords

  • Alkoxyamine
  • Aminooxy
  • Boron trifluoride
  • Chemoselective
  • N-Hydroxyphthalimide

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Palandoken, H., Bocian, C. M., McCombs, M. R., & Nantz, M. H. (2005). A facile synthesis of (tert-alkoxy)amines. Tetrahedron Letters, 46(39), 6667-6669. https://doi.org/10.1016/j.tetlet.2005.07.149

A facile synthesis of (tert-alkoxy)amines. / Palandoken, Hasan; Bocian, Chris M.; McCombs, Michelle R.; Nantz, Michael H.

In: Tetrahedron Letters, Vol. 46, No. 39, 26.09.2005, p. 6667-6669.

Research output: Contribution to journal › Article

Palandoken, H, Bocian, CM, McCombs, MR & Nantz, MH 2005, 'A facile synthesis of (tert-alkoxy)amines', Tetrahedron Letters, vol. 46, no. 39, pp. 6667-6669. https://doi.org/10.1016/j.tetlet.2005.07.149
Palandoken H, Bocian CM, McCombs MR, Nantz MH. A facile synthesis of (tert-alkoxy)amines. Tetrahedron Letters. 2005 Sep 26;46(39):6667-6669. https://doi.org/10.1016/j.tetlet.2005.07.149
Palandoken, Hasan ; Bocian, Chris M. ; McCombs, Michelle R. ; Nantz, Michael H. / A facile synthesis of (tert-alkoxy)amines. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 39. pp. 6667-6669.
@article{1d5d8af667c843f0994c4324959e876c,
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 = "9",
day = "26",
doi = "10.1016/j.tetlet.2005.07.149",
language = "English (US)",
volume = "46",
pages = "6667--6669",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "39",

}

TY - JOUR

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

UR - http://www.scopus.com/inward/record.url?scp=23944438370&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=23944438370&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2005.07.149

DO - 10.1016/j.tetlet.2005.07.149

M3 - Article

AN - SCOPUS:23944438370

VL - 46

SP - 6667

EP - 6669

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 39

ER -

Access to Document