Comparison of enantioselective reductions using bead and monolith 'disk' polymer formulations of CBS catalysts

Michael C. Varela, Seth M. Dixon, Michael D. Price, Jeffrey E. Merit, Patrick E. Berget, Saori Shiraki, Mark J. Kurth, Neil E. Schore

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

Two polymer-supported versions of the Corey, Bakshi, and Shibata (CBS) catalyst were prepared and examined. Polymeric beads, with the auxiliary bound in pendant and crosslinked fashion, were prepared utilizing an improved procedure based upon earlier work. Optimization of a procedure for ketone reduction gives results that match those in solution. Attempted reuse gave mixed results. For comparison purposes, CBS functionalized monoliths were formed and tested but performed poorly.

Original languageEnglish (US)
Pages (from-to)3334-3339
Number of pages6
JournalTetrahedron
Volume63
Issue number16
DOIs
StatePublished - Apr 16 2007

Keywords

  • CBS catalyst
  • Crosslinking monomer
  • Enantioselective reduction
  • Polymer beads
  • Polymer disks

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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    Varela, M. C., Dixon, S. M., Price, M. D., Merit, J. E., Berget, P. E., Shiraki, S., Kurth, M. J., & Schore, N. E. (2007). Comparison of enantioselective reductions using bead and monolith 'disk' polymer formulations of CBS catalysts. Tetrahedron, 63(16), 3334-3339. https://doi.org/10.1016/j.tet.2007.02.048