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J Org Chem. 2007 Apr 13;72(8):3093-6. doi: 10.1021/jo062505z. Epub 2007 Mar 17.

Merrifield Resin-C6H4CH2N3P(MeNCH2CH2)3N: an efficient reusable catalyst for room-temperature 1,4-addition reactions and a more convenient synthesis of its precursor P(MeNCH2CH2)3N.

The Journal of organic chemistry

Chinta Reddy Venkat Reddy, John G Verkade

Affiliations

  1. Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.

PMID: 17367193 DOI: 10.1021/jo062505z

Abstract

1,4-additions to a variety of Michael acceptors with a wide variety of donors were efficiently catalyzed at room temperature by the title reusable Merrifield resin-supported catalyst. Advantages of this catalyst include a simple workup (filtration of the reaction mixture) and good to excellent product yields. We also report a substantially simplified synthesis of the commercially available strong nonionic base 1, a precursor to the title polymer-bound catalyst.

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