Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol. / Bunch, L; Norrby, Per-Ola; Frydenvang, Karla Andrea; Krogsgaard-Larsen, P; Madsen, U.

In: Organic Letters, Vol. 3, No. 3, 2001, p. 433-5.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Bunch, L, Norrby, P-O, Frydenvang, KA, Krogsgaard-Larsen, P & Madsen, U 2001, 'Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol', Organic Letters, vol. 3, no. 3, pp. 433-5.

APA

Bunch, L., Norrby, P-O., Frydenvang, K. A., Krogsgaard-Larsen, P., & Madsen, U. (2001). Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol. Organic Letters, 3(3), 433-5.

Vancouver

Bunch L, Norrby P-O, Frydenvang KA, Krogsgaard-Larsen P, Madsen U. Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol. Organic Letters. 2001;3(3):433-5.

Author

Bunch, L ; Norrby, Per-Ola ; Frydenvang, Karla Andrea ; Krogsgaard-Larsen, P ; Madsen, U. / Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol. In: Organic Letters. 2001 ; Vol. 3, No. 3. pp. 433-5.

Bibtex

@article{1723dd38a28f4ab1ae5f86560fcd5434,
title = "Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol",
abstract = "[figure: see text] Cleavage of an O-silyl ether in an N-BOC-protected pyroglutaminol using TBAF led to an unprecedented migration of the BOC group. An investigation of the mechanism, based on experimental data and quantum mechanical calculations, is presented. Similar migration was observed for N-Cbz and N-methoxycarbonyl groups.",
keywords = "Formic Acid Esters, Glutamic Acid, Magnetic Resonance Spectroscopy, Molecular Structure, Pyrroles, Quantum Theory, X-Ray Diffraction",
author = "L Bunch and Per-Ola Norrby and Frydenvang, {Karla Andrea} and P Krogsgaard-Larsen and U Madsen",
year = "2001",
language = "English",
volume = "3",
pages = "433--5",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "3",

}

RIS

TY - JOUR

T1 - Unprecedented migration of N-alkoxycarbonyl groups in protected pyroglutaminol

AU - Bunch, L

AU - Norrby, Per-Ola

AU - Frydenvang, Karla Andrea

AU - Krogsgaard-Larsen, P

AU - Madsen, U

PY - 2001

Y1 - 2001

N2 - [figure: see text] Cleavage of an O-silyl ether in an N-BOC-protected pyroglutaminol using TBAF led to an unprecedented migration of the BOC group. An investigation of the mechanism, based on experimental data and quantum mechanical calculations, is presented. Similar migration was observed for N-Cbz and N-methoxycarbonyl groups.

AB - [figure: see text] Cleavage of an O-silyl ether in an N-BOC-protected pyroglutaminol using TBAF led to an unprecedented migration of the BOC group. An investigation of the mechanism, based on experimental data and quantum mechanical calculations, is presented. Similar migration was observed for N-Cbz and N-methoxycarbonyl groups.

KW - Formic Acid Esters

KW - Glutamic Acid

KW - Magnetic Resonance Spectroscopy

KW - Molecular Structure

KW - Pyrroles

KW - Quantum Theory

KW - X-Ray Diffraction

M3 - Journal article

C2 - 11428032

VL - 3

SP - 433

EP - 435

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 3

ER -

ID: 40371953