2,2,2-Trichloroethyl Aryldiazoacetates as Robust Reagents for the Enantioselective C–H Functionalization of Methyl Ethers

2,2,2-Trichloroethyl Aryldiazoacetates as Robust Reagents for the Enantioselective C–H Functionalization of Methyl Ethers

A new class of reagents is described for C–H functionalization by means of C–H insertion using donor/acceptor-substituted rhodium­(II) carbene intermediates. The 2,2,2-trichloro­ethyl aryl and heteroaryl diazoacetates, together with the dirhodium triaryl­cyclo­propane carboxylate catalyst Rh2(R-BPCP...

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Veröffentlicht in:Journal of the American Chemical Society 2014-12, Vol.136 (51), p.17718-17721
Hauptverfasser: Guptill, David M, Davies, Huw M. L
Format: Artikel
Sprache:eng
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Zusammenfassung:A new class of reagents is described for C–H functionalization by means of C–H insertion using donor/acceptor-substituted rhodium­(II) carbene intermediates. The 2,2,2-trichloro­ethyl aryl and heteroaryl diazoacetates, together with the dirhodium triaryl­cyclo­propane carboxylate catalyst Rh2(R-BPCP)4, enabled the enantioselective intermolecular C–H functionalization of a range of methyl ethers with high levels of site selectivity and enantioselectivity.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja5107404