Issue 23, 2011
From the journal:

Organic & Biomolecular Chemistry

Base promoted synthesis of activated cyclopropanes bearing homologated carbonyl groups via tandem Michael addition–intramolecular enolate trapping†

Alessio Russoa  and  Alessandra Lattanzi*a  

* Corresponding authors

a Dipartimento di Chimica e Biologia, Via Ponte don Melillo, Fisciano, Italy
E-mail: lattanzi@unisa.it
Fax: +39 089 969603

Abstract

A simple base promoted intramolecular Michael initiated ring closure reaction of γ-hydroxyenone derived diphenyl phosphinates with 1,3-indandione, enabled the synthesis of novel activated cyclopropanes with homologated carbonyl moiety in good yield. Promising levels of enantioselectivity are achieved when using cinchona derivatives as promoters.

Graphical abstract: Base promoted synthesis of activated cyclopropanes bearing homologated carbonyl groups via tandem Michael addition–intramolecular enolate trapping

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Article information

DOI
https://doi.org/10.1039/C1OB06487H
Article type
Communication
Submitted
30 Aug 2011
Accepted
19 Sep 2011
First published
19 Sep 2011

Org. Biomol. Chem., 2011,9, 7993-7996

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Base promoted synthesis of activated cyclopropanes bearing homologated carbonyl groups via tandem Michael addition–intramolecular enolate trapping

A. Russo and A. Lattanzi, Org. Biomol. Chem., 2011, 9, 7993 DOI: 10.1039/C1OB06487H

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