Premium
Recent Applications of Acyclic (Diene)iron Complexes and (Dienyl)iron Cations in Organic Synthesis
Author(s) -
Donaldson William A.,
Chaudhury Subhabrata
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900141
Subject(s) - chemistry , diene , carbocation , polyene , cycloaddition , steric effects , cyclohexenone , moiety , ligand (biochemistry) , cyclopropane , organic synthesis , porphyrin , olefin fiber , organic chemistry , medicinal chemistry , catalysis , ring (chemistry) , biochemistry , natural rubber , receptor
Complexation of (tricarbonyl)iron to an acyclic diene serves to protect the ligand against oxidation, reduction, and cycloaddition reactions, whereas the steric bulk of this adjunct serves to direct the approaches of reagents to unsaturated groups attached to the diene onto the face opposite to iron. Furthermore, the Fe(CO) 3 moiety can serve to stabilize carbocation centers adjacent to the diene (i.e. pentadienyl‐iron cations). Recent applications of these reactivities to the synthesis of polyene‐, cyclopropane‐, cycloheptadiene‐, and cyclohexenone‐containing natural products or analogues are presented. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)