Nitroallylic acetates 1a-f have been kinetically resolved via an asymmetric three-component coupling that involves indoles, acrolein, and nitroolefin allylic acetates and is mediated by the chiral catalyst 2 (5 mol %). The reactions proceed via iminium/enamine cascade catalysis. Both recovered starting substrates and reaction products are typically obtained in high chemical yield and in good to excellent enantiopurity (79-95% ee for 1a-f and 83-99% ee for 3a-n). For the first time, a highly efficient three-component, organocascade kinetic resolution has been demonstrated.
|Number of pages||4|
|Publication status||Published - 2012 May 18|
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
FingerprintDive into the research topics of 'Three-component organocascade kinetic resolution of racemic nitroallylic acetates via sequential iminium/enamine asymmetric catalysis'. Together they form a unique fingerprint.
CCDC 869206: Experimental Crystal Structure Determination
Roy, S. (Creator) & Chen, K. (Creator), Unknown Publisher, 2012
DOI: 10.5517/ccy5gxg, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccy5gxg&sid=DataCite