Cooperativity in the counterion catalysis of Morita/Baylis/Hillman reactions promoted by enantioselective trifunctional organocatalysts

Christopher Anstiss, Fei Liu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

New trifunctional organocatalysts with a NHTs Brønsted acid were prepared and tested in their ability to promote the counterion catalysis of generic and aza-Morita/Baylis/Hillman reactions.The cooperativity between the counterion and the NHTs Brønsted acid of the trifunctional catalyst was required for good enantioselectivity and rate enhancement.Better enantioselectivity was observed for aza-MBH reactions at relatively low catalyst loading (2-5 mol %) under facile conditions.

Original languageEnglish
Pages (from-to)5486-5491
Number of pages6
JournalTetrahedron
Volume66
Issue number29
DOIs
Publication statusPublished - 17 Jul 2010

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