Synthesis 2011(11): 1691-1704  
DOI: 10.1055/s-0030-1260415
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart ˙ New York

Pyrroles and Indolizidines from Deprotonated α-(Alkylideneamino)nitriles

Ines Schäfera,b, Till Opatz*b
a Department of Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany
b Institute of Organic Chemistry, University of Mainz, Duesbergweg 10-14, 55128 Mainz, Germany
Fax: +49(6131)3922338; e-Mail: opatz@uni-mainz.de;
Further Information

Publication History

Received 10 March 2011
Publication Date:
29 April 2011 (eFirst)

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.