CaCl2, Bisoxazoline, and Malonate: A Protocol for an Asymmetric Michael Reaction

Kristin Lippur, Sandra Kaabel, Ivar Järving, Kari Rissanen, Tõnis Kanger*

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

25 Citations (Scopus)

Abstract

A mild protocol for the asymmetric Michael addition of dimethyl malonate to various α,β-unsaturated carbonyl compounds was developed. The salient feature of this methodology is that a cheap and environmentally friendly Lewis acid, CaCl2, was used as a catalyst. An aminoindanol- and pyridine-derived ligand provided in the presence of CaCl2 Michael adducts in moderate to high enantioselectivities. The scope of the reaction was demonstrated.

Original languageEnglish
Pages (from-to)6336-6341
Number of pages6
JournalJournal of Organic Chemistry
Volume80
Issue number12
DOIs
Publication statusPublished - 19 Jun 2015
MoE publication typeA1 Journal article-refereed

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