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A Rational Approach Towards a New Ferrocenyl Pyrrolidine for Stereoselective Enamine Catalysis
Author(s) -
Petruzziello Diego,
Stenta Marco,
Mazzanti Andrea,
Cozzi Pier Giorgio
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201300959
Subject(s) - enamine , pyrrolidine , organocatalysis , chemistry , moiety , aldol reaction , catalysis , rational design , enantioselective synthesis , stereoselectivity , combinatorial chemistry , ferrocene , organic chemistry , nanotechnology , materials science , electrode , electrochemistry
Ironing out the details : Proline and pyrrolidine derivatives (Hayashi– Jørgensen catalysts) are considered “work horses” in organocatalysis. This report describes a new effective ferrocenyl pyrrolidine catalyst that is able to perform well in benchmark organocatalytic reactions (see figure). The ferrocene moiety controls the conformational space and a simple alkyl group effectively covers a face of the derived enamine. This new framework can find applications in organocatalysis, and in general, in new ligand design.