Site-specific introduction of gold-carbenoids by intermolecular oxidation of ynamides or ynol ethers

Paul Davies; Alex Cremonesi; N Martin

doi:10.1039/c0cc02736g

Site-specific introduction of gold-carbenoids by intermolecular oxidation of ynamides or ynol ethers

Paul Davies, Alex Cremonesi, N Martin

Chemistry

Research output: Contribution to journal › Article

149 Citations (Scopus)

Abstract

Ynamides and ynol ethers undergo intermolecular gold-catalysed reaction with a nucleophilic oxidant to access metal-carbenoid reactivity patterns. A site-specific oxidation/ 1,2-insertion cascade is used for a general access to functionalised alpha,beta-unsaturated carboxylic acid derivatives and vinylogous carbimates.

Original language	English
Pages (from-to)	379-381
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	1
DOIs	https://doi.org/10.1039/c0cc02736g
Publication status	Published - 1 Jan 2011

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10.1039/c0cc02736g

149 Citations
2 Article

A gold carbene manifold to prepare fused γ-lactams by oxidative cyclisation of ynamides
Davies, P., Priest, J. & Sanchez-Cantalejo, F., 22 Nov 2018, In: Chemistry: A European Journal. 24, 65, p. 17215-17219
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20 Citations (Scopus)

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Alkynyl sulfoxides as α-sulfinyl carbene equivalents: Gold-catalysed oxidative cyclopropanation
Barrett, M., Khan, G., Davies, P. & Grainger, R., 25 May 2017, In: Chemical Communications . 53, 42, p. 5733-5736 4 p.
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Open Access
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20 Citations (Scopus)

192 Downloads (Pure)

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title = "Site-specific introduction of gold-carbenoids by intermolecular oxidation of ynamides or ynol ethers",

abstract = "Ynamides and ynol ethers undergo intermolecular gold-catalysed reaction with a nucleophilic oxidant to access metal-carbenoid reactivity patterns. A site-specific oxidation/ 1,2-insertion cascade is used for a general access to functionalised alpha,beta-unsaturated carboxylic acid derivatives and vinylogous carbimates.",

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AB - Ynamides and ynol ethers undergo intermolecular gold-catalysed reaction with a nucleophilic oxidant to access metal-carbenoid reactivity patterns. A site-specific oxidation/ 1,2-insertion cascade is used for a general access to functionalised alpha,beta-unsaturated carboxylic acid derivatives and vinylogous carbimates.

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Site-specific introduction of gold-carbenoids by intermolecular oxidation of ynamides or ynol ethers

Abstract

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Research output

A gold carbene manifold to prepare fused γ-lactams by oxidative cyclisation of ynamides

Alkynyl sulfoxides as α-sulfinyl carbene equivalents: Gold-catalysed oxidative cyclopropanation

Cite this