Buchwald Hartwig diversification of unprotected halotryptophans, halotryptophan containing tripeptides and the natural product barettin in aqueous conditions

Yohann J. G. Renault; Rosemary Lynch; Enrico Marelli; Sunil V. Sharma; Cristina Pubill Ulldemolins; Joshua Sharp; Christopher Cartmell; Paco Cárdenas; Rebecca J. M. Goss

doi:10.1039/C9CC02554E

Buchwald Hartwig diversification of unprotected halotryptophans, halotryptophan containing tripeptides and the natural product barettin in aqueous conditions

Yohann J. G. Renault, Rosemary Lynch, Enrico Marelli, Sunil V. Sharma, Cristina Pubill Ulldemolins, Joshua Sharp, Christopher Cartmell, Paco Cárdenas, Rebecca J. M. Goss

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

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Abstract

Blending synthetic chemistry and biology is synthetically powerful. To further enable this, compatible synthetic tools are needed. We report the first Buchwald Hartwig amination reactions with unprotected halotryptophans in aqueous systems and demonstrate this methodology applicable to the modification of unprotected halotryptophans, simple tripeptides and the natural product barettin.

Original language	English
Number of pages	4
Journal	Chemical Communications
Volume	Advance Article
Early online date	8 Oct 2019
DOIs	https://doi.org/10.1039/C9CC02554E
Publication status	E-pub ahead of print - 8 Oct 2019

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10.1039/C9CC02554ELicence: CC BY

Renault_2019_CC_BuchwaldHartwig_CC
Copyright © 2019 The Author(s). Open Access Article. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Final published version, 1.81 MBLicence: CC BY

GCGXC: EU FP7 ERC Consolidator Grant 2013 GCGXC
Goss, R. (PI)
European Research Council
1/06/14 → 30/04/20
Project: Standard

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Renault, Y. J. G., Lynch, R., Marelli, E., Sharma, S. V., Pubill Ulldemolins, C., Sharp, J., Cartmell, C., Cárdenas, P., & Goss, R. J. M. (2019). Buchwald Hartwig diversification of unprotected halotryptophans, halotryptophan containing tripeptides and the natural product barettin in aqueous conditions. Chemical Communications, Advance Article. Advance online publication. https://doi.org/10.1039/C9CC02554E

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title = "Buchwald Hartwig diversification of unprotected halotryptophans, halotryptophan containing tripeptides and the natural product barettin in aqueous conditions",

abstract = "Blending synthetic chemistry and biology is synthetically powerful. To further enable this, compatible synthetic tools are needed. We report the first Buchwald Hartwig amination reactions with unprotected halotryptophans in aqueous systems and demonstrate this methodology applicable to the modification of unprotected halotryptophans, simple tripeptides and the natural product barettin.",

author = "Renault, {Yohann J. G.} and Rosemary Lynch and Enrico Marelli and Sharma, {Sunil V.} and {Pubill Ulldemolins}, Cristina and Joshua Sharp and Christopher Cartmell and Paco C{\'a}rdenas and Goss, {Rebecca J. M.}",

note = "The research leading to these results has received funding from the European Research Council under the European Union{\textquoteright}s Seventh Framework Programme (FP7/2007-2013/ERC grant agreement no 614779 GenoChemetics (to R.J.M.G) P. C{\'a}rdenas received support from the European Union's Horizon 2020 research and innovation program through the SponGES project (grant agreement No. 679849). ",

year = "2019",

month = oct,

day = "8",

doi = "10.1039/C9CC02554E",

language = "English",

volume = "Advance Article",

journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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T1 - Buchwald Hartwig diversification of unprotected halotryptophans, halotryptophan containing tripeptides and the natural product barettin in aqueous conditions

AU - Renault, Yohann J. G.

AU - Lynch, Rosemary

AU - Marelli, Enrico

AU - Sharma, Sunil V.

AU - Pubill Ulldemolins, Cristina

AU - Sharp, Joshua

AU - Cartmell, Christopher

AU - Cárdenas, Paco

AU - Goss, Rebecca J. M.

N1 - The research leading to these results has received funding from the European Research Council under the European Union’s Seventh Framework Programme (FP7/2007-2013/ERC grant agreement no 614779 GenoChemetics (to R.J.M.G) P. Cárdenas received support from the European Union's Horizon 2020 research and innovation program through the SponGES project (grant agreement No. 679849).

PY - 2019/10/8

Y1 - 2019/10/8

N2 - Blending synthetic chemistry and biology is synthetically powerful. To further enable this, compatible synthetic tools are needed. We report the first Buchwald Hartwig amination reactions with unprotected halotryptophans in aqueous systems and demonstrate this methodology applicable to the modification of unprotected halotryptophans, simple tripeptides and the natural product barettin.

AB - Blending synthetic chemistry and biology is synthetically powerful. To further enable this, compatible synthetic tools are needed. We report the first Buchwald Hartwig amination reactions with unprotected halotryptophans in aqueous systems and demonstrate this methodology applicable to the modification of unprotected halotryptophans, simple tripeptides and the natural product barettin.

U2 - 10.1039/C9CC02554E

DO - 10.1039/C9CC02554E

M3 - Review article

SN - 1359-7345

VL - Advance Article

JO - Chemical Communications

JF - Chemical Communications

ER -

Buchwald Hartwig diversification of unprotected halotryptophans, halotryptophan containing tripeptides and the natural product barettin in aqueous conditions

Abstract

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Projects

GCGXC: EU FP7 ERC Consolidator Grant 2013 GCGXC

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