Tetrahedron: Asymmetry

Catalytic enantioselective Steglich rearrangements using chiral N-heterocyclic carbenes

CD Campbell, C Concellón, AD Smith

Index: Campbell, Craig D.; Concellon, Carmen; Smith, Andrew D. Tetrahedron Asymmetry, 2011 , vol. 22, # 7 p. 797 - 811

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Citation Number: 28

Abstract

Abstract The evaluation of a range of enantiomerically pure NHCs, prepared in situ from imidazolinium or triazolium salt precatalysts, to promote the catalytic enantioselective Steglich rearrangement of oxazolyl carbonates to their C-carboxyazlactones, is reported. Modest levels of enantioselectivity (up to 66% ee) are observed using oxazolidinone derived NHCs.