Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 14, Issue 2, Pages 637-643Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200700788
Keywords
allenes; domino reactions; lactams; nitrogen heterocycles; rearrangement
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A new one-pot approach to synthesize densely substituted racemic and enantiopure pyrroles from beta-lactams has been developed. The approach relies on the regiocontrolled cyclization of beta-allenamine intermediates derived from the ring opening of 2-azetidinone-tethered allenols. In this approach four points of diversity are introduced, one of which is the position of the allene moiety on the beta- lactam ring.
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