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Synthesis 2011(11): 1691-1704
DOI: 10.1055/s-0030-1260415
DOI: 10.1055/s-0030-1260415
FEATUREARTICLE
© Georg Thieme Verlag
Stuttgart ˙ New YorkPyrroles and Indolizidines from Deprotonated α-(Alkylideneamino)nitriles
Weitere Informationen
Received
10 March 2011
Publikationsdatum:
29. April 2011 (online)
Publikationsverlauf
Publikationsdatum:
29. April 2011 (online)
Abstract
Their ready availability from simple starting materials in only two synthetic steps and their versatility as building blocks for the construction of highly substituted amines and N-heterocycles renders α-(alkylideneamino)nitriles useful synthetic intermediates. Herein, short syntheses of tri- and tetrasubstituted pyrroles including the northern half of the HMG-CoA reductase inhibitor atorvastatin as well as an access to 3-substituted indolizidines will be described.
Key words
heterocycles - carbanions - pyrroles - Umpolung - Michael addition
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