Generation and [2,3]-Sigmatropic Rearrangement of Ammonium Ylides from Cyclopropyl Ketones for Chiral Indolizidines with Bridgehead Quaternary Stereocenters.
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DOI: 10.1021/acs.orglett.2c02759
Abstract: A sequence of nucleophilic ring opening of cyclopropyl ketones, N-quaternization, deprotonation, and [2,3]-sigmatropic rearrangement of ammonium ylides has been developed. This method enables efficient synthesis of bicyclic indolizidines bearing bridgehead aza-quaternary stereocenters from easily available… read more here.
Keywords: quaternary stereocenters; rearrangement ammonium; cyclopropyl ketones; ammonium ylides ... See more keywords