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Synthesis of an unnatural product -- 4,4′ biaryl formation as a macrocyclisation step

Synthesis of an unnatural product -- 4,4′ biaryl formation as a macrocyclisation step
Synthesis of an unnatural product -- 4,4′ biaryl formation as a macrocyclisation step

A novel macrocycle featuring a crown ether ring, amide functionality and a rigid biaryl unit has been prepared as a potential receptor for small peptidic guests. The synthesis of the macrocycle includes a palladium catalysed biaryl formation as the ring-closing step.

0040-4039
481-484
Patel, Hitesh K.
d4b14561-fdaa-43f3-89c5-555d53f462b8
Kilburn, Jeremy D.
e5474f1d-b4b2-4d72-9712-7b1a6f340898
Langley, G. John
7ac80d61-b91d-4261-ad17-255f94ea21ea
Edwards, Peter D.
8f927555-487b-4833-aa93-44946c0aaad1
Mitchell, Tim
125f5e0f-500f-4ac2-8c54-9273c8f11cde
Southgate, Robert
4939323e-97b5-4e2f-8fdc-66f7151147ec
Patel, Hitesh K.
d4b14561-fdaa-43f3-89c5-555d53f462b8
Kilburn, Jeremy D.
e5474f1d-b4b2-4d72-9712-7b1a6f340898
Langley, G. John
7ac80d61-b91d-4261-ad17-255f94ea21ea
Edwards, Peter D.
8f927555-487b-4833-aa93-44946c0aaad1
Mitchell, Tim
125f5e0f-500f-4ac2-8c54-9273c8f11cde
Southgate, Robert
4939323e-97b5-4e2f-8fdc-66f7151147ec

Patel, Hitesh K., Kilburn, Jeremy D., Langley, G. John, Edwards, Peter D., Mitchell, Tim and Southgate, Robert (1994) Synthesis of an unnatural product -- 4,4′ biaryl formation as a macrocyclisation step. Tetrahedron Letters, 35 (3), 481-484. (doi:10.1016/0040-4039(94)85086-0).

Record type: Article

Abstract

A novel macrocycle featuring a crown ether ring, amide functionality and a rigid biaryl unit has been prepared as a potential receptor for small peptidic guests. The synthesis of the macrocycle includes a palladium catalysed biaryl formation as the ring-closing step.

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More information

Published date: 17 January 1994
Additional Information: Note: the following correction was published in Tetrahedron Letters, 35(8), 1114. https://doi.org/10.1016/0040-4039(94)88001-8 In the discussion of the mass spectrometry results in the dinal paragraph of the paper, the reference tp peaks inthe negative ion FAB MS, corresponding to macrocycle 1, M-,and to (macrocycIe + carboxylate anion + K+), should refer to macrocycIe 1, (M - H)-, and to (macrocycIe + carbxylate anion + potassium - H)- respectively.

Identifiers

Local EPrints ID: 499045
URI: http://eprints.soton.ac.uk/id/eprint/499045
ISSN: 0040-4039
PURE UUID: 8395c9a3-a9ba-41d0-8f3c-7363d6d8c16a
ORCID for G. John Langley: ORCID iD orcid.org/0000-0002-8323-7235

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Date deposited: 07 Mar 2025 17:38
Last modified: 08 Mar 2025 02:34

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Contributors

Author: Hitesh K. Patel
Author: Jeremy D. Kilburn
Author: G. John Langley ORCID iD
Author: Peter D. Edwards
Author: Tim Mitchell
Author: Robert Southgate

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