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Synthetic approaches to pallimamine and analogues using direct imine acylation

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Synthetic approaches to pallimamine and analogues using direct imine acylation. / Ronson, Thomas O.; Kitsiou, Christiana; Unsworth, William P.; Taylor, Richard J K.

In: Tetrahedron, 13.05.2016.

Research output: Contribution to journalArticle

Harvard

Ronson, TO, Kitsiou, C, Unsworth, WP & Taylor, RJK 2016, 'Synthetic approaches to pallimamine and analogues using direct imine acylation', Tetrahedron. https://doi.org/10.1016/j.tet.2016.05.009

APA

Ronson, T. O., Kitsiou, C., Unsworth, W. P., & Taylor, R. J. K. (2016). Synthetic approaches to pallimamine and analogues using direct imine acylation. Tetrahedron. https://doi.org/10.1016/j.tet.2016.05.009

Vancouver

Ronson TO, Kitsiou C, Unsworth WP, Taylor RJK. Synthetic approaches to pallimamine and analogues using direct imine acylation. Tetrahedron. 2016 May 13. https://doi.org/10.1016/j.tet.2016.05.009

Author

Ronson, Thomas O. ; Kitsiou, Christiana ; Unsworth, William P. ; Taylor, Richard J K. / Synthetic approaches to pallimamine and analogues using direct imine acylation. In: Tetrahedron. 2016.

Bibtex - Download

@article{e5af5976de854c0888c76d868fae690f,
title = "Synthetic approaches to pallimamine and analogues using direct imine acylation",
abstract = "The use of Direct Imine Acylation (DIA) methodology for the total synthesis of pallimamine is described, with three different synthetic routes examined. The construction of three advanced δ-lactam precursors, all utilising DIA, is described, along with attempts to progress these compounds further, using three distinct desymmetrisation strategies, two involving alcohol-aryl coupling, and a third involving an unusual diastereoselective lactonisation.",
keywords = "Berberine alkaloids, Imines, N-acyliminium ions, Nitrogen heterocycles, Pallimamine",
author = "Ronson, {Thomas O.} and Christiana Kitsiou and Unsworth, {William P.} and Taylor, {Richard J K}",
note = "{\circledC} 2016 The Authors.",
year = "2016",
month = "5",
day = "13",
doi = "10.1016/j.tet.2016.05.009",
language = "English",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Synthetic approaches to pallimamine and analogues using direct imine acylation

AU - Ronson, Thomas O.

AU - Kitsiou, Christiana

AU - Unsworth, William P.

AU - Taylor, Richard J K

N1 - © 2016 The Authors.

PY - 2016/5/13

Y1 - 2016/5/13

N2 - The use of Direct Imine Acylation (DIA) methodology for the total synthesis of pallimamine is described, with three different synthetic routes examined. The construction of three advanced δ-lactam precursors, all utilising DIA, is described, along with attempts to progress these compounds further, using three distinct desymmetrisation strategies, two involving alcohol-aryl coupling, and a third involving an unusual diastereoselective lactonisation.

AB - The use of Direct Imine Acylation (DIA) methodology for the total synthesis of pallimamine is described, with three different synthetic routes examined. The construction of three advanced δ-lactam precursors, all utilising DIA, is described, along with attempts to progress these compounds further, using three distinct desymmetrisation strategies, two involving alcohol-aryl coupling, and a third involving an unusual diastereoselective lactonisation.

KW - Berberine alkaloids

KW - Imines

KW - N-acyliminium ions

KW - Nitrogen heterocycles

KW - Pallimamine

UR - http://www.scopus.com/inward/record.url?scp=84971665327&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2016.05.009

DO - 10.1016/j.tet.2016.05.009

M3 - Article

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

ER -