High Loading Polymer-Supported N-Methylmorpholine N-Oxide; A Practically Efficient and Readily Recyclable Promoter of the Pauson-Khand Reaction

Dearg S. Brown; Elaine Campbell; William J. Kerr; David M. Lindsay; Angus J. Morrison; Kurt G. Pike; Stephen P. Watson

doi:10.1055/s-2000-7932

Synlett 2000; 2000(11): 1573-1576
DOI: 10.1055/s-2000-7932

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High Loading Polymer-Supported N-Methylmorpholine N-Oxide; A Practically Efficient and Readily Recyclable Promoter of the Pauson-Khand Reaction

Dearg S. Brown^* , Elaine Campbell, William J. Kerr, David M. Lindsay, Angus J. Morrison, Kurt G. Pike, Stephen P. Watson

^*Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, G1 1XL, Scotland, U.K; Fax +44 1 41 5 48 42 46; E-mail: w.kerr@strath.ac.uk

Abstract

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A high loading polymer supported amine N-oxide has been prepared and shown to be a good, practicable, and readily recyclable promoter of the Pauson-Khand reaction under mild conditions, generally affording excellent yields of cyclopentenones. In addition, use of N-phenylsulfonyl oxaziridine as a co-oxidant allows use of reduced quantities of the readily available parent polymer-supported amine without the need for prior oxidation of the resin.

amine N-oxides - cobalt - cyclisations - organometallic complexes - polymer-supported

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