Catalytic enantioselective Steglich rearrangements using chiral N-heterocyclic carbenes

Craig D. Campbell, Carmen Concellon, Andrew D. Smith

Research output: Contribution to journalArticlepeer-review

45 Citations (Scopus)

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. (C) 2011 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)797-811
Number of pages15
JournalTetrahedron: Asymmetry
Volume22
Issue number7
DOIs
Publication statusPublished - 11 Apr 2011

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