ß- and γ- disubstituted olefins: susbtrates for copper-catalysed asymmetric allylic substitution

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Title		ß- and γ- disubstituted olefins: susbtrates for copper-catalysed asymmetric allylic substitution
Authors		Falciola, Caroline Alexandra Tissot-Croset, Karine Reyneri, Hugo Alexakis, Alexandre
Published in		Advanced synthesis & catalysis. 2008, vol. 350, no. 7-8, p. 1090-1100
Abstract		The copper-catalyzed asymmetric allylic alkylation has shown through many examples that it is a powerful means to generate stereogenic centers with mono - and -substituted olefinic substrates. However, little has been reported about more substituted olefinic patterns, such as -disubstituted allylic electrophiles. In this paper, we show that a simple procedure using easily accessible Grignard reagents and as low as 3 mol% of copper/ligand can promote high to nearly perfect enantioselectivities (up to >99% ee) with very good -selectivities on a wide panel of aliphatic or aromatic -disubstituted substrates.
Identifiers		DOI: 10.1002/adsc.200800086
Full text		Article (Published version) - Limited access to UNIGE
Structures		Faculté des sciences / Section de chimie et biochimie / Département de chimie organique
Citation (ISO format)		FALCIOLA, Caroline Alexandra et al. ß- and γ- disubstituted olefins: susbtrates for copper-catalysed asymmetric allylic substitution. In: Advanced synthesis & catalysis, 2008, vol. 350, n° 7-8, p. 1090-1100. doi: 10.1002/adsc.200800086 https://archive-ouverte.unige.ch/unige:8100