Issue 89, 2014

Organocatalytic asymmetric strategies to carbocyclic structures by γ-alkylation-annulation sequences

Abstract

Attractive carbocyclic structures are accessed via a highly regio- and enantioselective aminocatalytic γ-addition of cyclic enals to vinyl phosphonates followed by a one-pot intramolecular Horner–Wadsworth–Emmons reaction. It is also demonstrated that nitro olefins can act as electrophiles in a similar reaction concept, providing carbocycles in equally high stereoselectivity.

Graphical abstract: Organocatalytic asymmetric strategies to carbocyclic structures by γ-alkylation-annulation sequences

Supplementary files

Article information

Article type
Communication
Submitted
20 Aug 2014
Accepted
17 Sep 2014
First published
17 Sep 2014

Chem. Commun., 2014,50, 13676-13679

Organocatalytic asymmetric strategies to carbocyclic structures by γ-alkylation-annulation sequences

B. S. Donslund, K. S. Halskov, L. A. Leth, B. M. Paz and K. A. Jørgensen, Chem. Commun., 2014, 50, 13676 DOI: 10.1039/C4CC06556E

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