Tuesday, 28 October 2014

An Efficient, Asymmetric Organocatalyst-mediated Conjugate Addition of Nitroalkanes to Unsaturated Cyclic and Acyclic Systems


An Efficient, Asymmetric Organocatalyst-mediated Conjugate Addition of Nitroalkanes to Unsaturated Cyclic and Acyclic Systems 
C.E.T. Mitchell, S.E. Brenner, J. Garcia-Fortanet and S.V. Ley, Org. Biomol. Chem. 2006, 4, 2039-2049.
http://pubs.rsc.org/en/content/articlelanding/2006/ob/b601877g/unauth#!divAbstract 
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.


Graphical abstract: An efficient, asymmetric organocatalyst-mediated conjugate addition of nitroalkanes to unsaturated cyclic and acyclic ketones

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