The organocatalytic Michael addition of enamines derived from ketones to a range of nitro-olefins has been effected using the l-proline derived 5-pyrrolidin-2-yltetrazole.
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Asymmetric Aldol Synthesis: Choice of Organocatalyst and Conditions.
Chem Asian J
January 2017
Molecular Catalyst Research Center, Chubu University, 1200 Matsumoto, Kasugai, Aichi, 487-8501, Japan.
This is the first report of a successful asymmetric aldol reaction of acetone and 4-nitrobenzaldehyde catalyzed by only 0.01 mol % of proline tetrazole (5-pyrrolidin-2-yltetrazole). Amazingly, 3 mol % of water as an additive has significantly improved the efficiency of the aldol reaction in terms of yield and enantioselectivity, up to a 0.
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Department of Chemistry, University of Cambridge, Lensfield Rd, Cambridge, UK CB2 1EW.
5-Pyrrolidin-2-yltetrazole is a versatile organocatalyst for the asymmetric conjugate addition of nitroalkanes to enones. Using this catalyst, this transformation requires short reaction times, tolerates a broad substrate scope, and possibly proceeds via generation of an iminium species.
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Department of Chemistry, University of Cambridge, Lensfield Rd, Cambridge, UKCB2 1EW.
5-Pyrrolidin-2-yltetrazole performs as a useful organocatalyst for the asymmetric addition of malonates to a range of enones, with good to excellent enantioselectivities.
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Chem Commun (Camb)
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Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK.
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View Article and Find Full Text PDF5-Pyrrolidin-2-yltetrazole as an asymmetric organocatalyst for the addition of ketones to nitro-olefins.
Chem Commun (Camb)
August 2004
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK.
The organocatalytic Michael addition of enamines derived from ketones to a range of nitro-olefins has been effected using the l-proline derived 5-pyrrolidin-2-yltetrazole.
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