Publications by authors named "Martin A Wilson"

4 Publications

  • Page 1 of 1

Organocatalytic aziridine synthesis using F+ salts.

Org Lett 2009 Oct;11(20):4552-5

School of Chemistry, University of East Anglia, Norwich, UK.

This paper describes a unique application of the fluoronium cation (F+) as an organocatalyst for mediating the reaction between N-substituted imines and ethyl diazoacetate affording excellent yields of N-substituted aziridines.
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http://dx.doi.org/10.1021/ol901784mDOI Listing
October 2009

Expedient synthesis of substituted (diphenylphosphinoylmethyl)benzenes.

J Org Chem 2007 Mar 9;72(7):2655-8. Epub 2007 Mar 9.

School of Chemical Sciences & Pharmacy, University of East Anglia, Norwich, NR4 7TJ, UK.

An efficient protocol for the synthesis of structurally diverse (diphenylphosphinoylmethyl)benzenes is described. The reaction employs readily available carboxylic acids, chlorodiphenylphosphine, and water as the reagents. A 97% reduction in the reaction times and substantially higher yields of products result, up to a 60% increase, if the reactions are performed under microwave irradiation. The first examples of transition-metal-catalyzed reactions applied to 4-bromo-1,3-bis(diphenylphosphinoylmethyl)benzene are also reported.
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http://dx.doi.org/10.1021/jo062114kDOI Listing
March 2007

Stereoselective synthesis of N-alkylaziridines from N-chloroamines.

Chem Commun (Camb) 2006 Nov 5(41):4338-40. Epub 2006 Sep 5.

School of Chemical Sciences & Pharmacy, UEA, Norwich, UK NR4 7TJ.

We report the first racemic and stereoselective synthesis of cis- and trans-N-alkylaziridines viaN-chloroamines; using this methodology an N-3,4,5-trimethoxybenzylaziridine was synthesised and efficiently cleaved, affording the corresponding NH aziridine in high yield.
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http://dx.doi.org/10.1039/b608504kDOI Listing
November 2006

Expedient synthesis of substituted (S)-N-(alpha-methylbenzyl)aziridines.

Chem Commun (Camb) 2006 Sep 11(33):3513-5. Epub 2006 Jul 11.

School of Chemical Sciences & Pharmacy, University of East Anglia, Norwich, Norfolk, UK.

We report for the first time that after O-acylation the conjugate addition products of (S)-N-(alpha-methylbenzyl)hydroxylamine undergo an efficient diastereoselective 3-exo-tet ring-closure reaction affording 2- and 2,3-disubstituted-N-alkylaziridines in good to excellent yields.
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http://dx.doi.org/10.1039/b606033aDOI Listing
September 2006
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