Efficient asymmetric epoxidation of alpha,beta-unsaturated ketones using a soluble triblock polyethylene glycol-polyamino acid catalyst

R W Flood; T P Geller; S A Petty; S M Roberts; J Skidmore; M Volk

doi:10.1021/ol007005l

Efficient asymmetric epoxidation of alpha,beta-unsaturated ketones using a soluble triblock polyethylene glycol-polyamino acid catalyst

Org Lett. 2001 Mar 8;3(5):683-6. doi: 10.1021/ol007005l.

Authors

R W Flood¹, T P Geller, S A Petty, S M Roberts, J Skidmore, M Volk

Affiliation

¹ Department of Chemistry, University of Liverpool, Liverpool L69 7ZD, UK.

PMID: 11259036
DOI: 10.1021/ol007005l

Abstract

[reaction: see text]. Polyethylene glycol (PEG)-bound poly-L-leucine acts as a THF-soluble catalyst for the Juliá-Colonna asymmetric epoxidation of enones. Excellent enantioselectivities may be obtained even with short chain length polyleucine. FT-IR investigations have determined that the catalytically active polyleucine components of these copolymers have an alpha-helical structure.