481076-54-4Relevant academic research and scientific papers
Oxazaborolidines as functional monomers: Ketone reduction using polymer-supported Corey, Bakshi, and Shibata catalysts
Price, Michael D.,Sui, Jennifer K.,Kurth, Mark J.,Schore, Neil E.
, p. 8086 - 8089 (2002)
The first two polymer-supported versions of the Corey, Bakshi, and Shibata (CBS) catalyst have been prepared. Functional monomers based structurally upon the original B-methylated catalyst have been used to prepare catalytic polymers containing the CBS moiety bound both in a pendant fashion and in the form of a cross-link. Enantioselective reductions of two prochiral ketones have been carried out using the original catalyst in the solution phase as well as the two solid-state systems. While the pendant-bound system shows reduced stereoselectivity, the cross-linked version affords enantioselectivities almost identical to those of the solution-phase model.
Comparison of enantioselective reductions using bead and monolith 'disk' polymer formulations of CBS catalysts
Varela, Michael C.,Dixon, Seth M.,Price, Michael D.,Merit, Jeffrey E.,Berget, Patrick E.,Shiraki, Saori,Kurth, Mark J.,Schore, Neil E.
, p. 3334 - 3339 (2007/10/03)
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.
