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1.
Org Lett ; 21(3): 687-691, 2019 02 01.
Artigo em Inglês | MEDLINE | ID: mdl-30657690

RESUMO

Selective formation of oxonium ylides from morpholines and α-diazo-ß-ketoesters was achieved. This was applied to the high-concentration (0.5 M) dirhodium-catalyzed (0.1 mol %) [3 + 6 + 3 + 6] synthesis of 18-membered ring diaza macrocycles (46%-72%). Late-stage functionalization of these derivatives is demonstrated. Mechanistic evidence for a novel (undesired) diazo decomposition pathway is also reported.

2.
Chemistry ; 18(28): 8731-47, 2012 Jul 09.
Artigo em Inglês | MEDLINE | ID: mdl-22689205

RESUMO

The copper-catalyzed conjugate addition of various Grignard reagents to polyconjugated enones (dienone and enynone derivatives) is reported. The catalyst system, composed of copper triflate and an NHC ligand, led to the unusual selective formation of the 1,4-addition products. This reaction allows for the creation of all-carbon chiral quaternary centers with enantiomeric excesses up to 99%. The remaining unsaturation on the 1,4 adducts give access to valuable synthetic transformations.

3.
Chem Commun (Camb) ; 48(9): 1281-3, 2012 Jan 30.
Artigo em Inglês | MEDLINE | ID: mdl-22179299

RESUMO

A new tripodal ligand has been designed by connecting pyridine-based coordination units to a rigid triptycene moiety. Its reaction with europium(III) provides three-dimensional tetranuclear edifices, whose structural and photophysical characteristics as well as host-guest interactions are discussed in this contribution.

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