An Efficient and Simple Synthesis of Functionalized and Unfunctionalized Enantiomerically Pure Diene-Iron Tricarbonyl Complexes

1,4-Diaryl-1-azabuta-1,3-diene-Catalyzed Complexation of Cyclohexa-1,3-diene by the Tricarbonyliron Fragment: Development of Highly Efficient Catalysts, Optimization of Reaction Conditions, and Proposed Mechanism

“…The excellent results which were achieved in the preparation of the (η 4 -1,4-diaryl-1-azabuta-1,3-diene)tricarbonyliron complexes and in their application as tricarbonyliron transfer reagents 11 suggest performing both reactions in one pot. Such one-pot procedures for complexations of dienes with tricarbonyliron transfer reagents were used previously for applications of the Grevels' reagent and the benzylideneacetone complexes . The disadvantage of a one-pot procedure using the Grevels' reagent is that the addition of the diene has to take place after the preparation of the reagent because of the photolytical reaction conditions.…”

[Fe(diene)(CO)3] complexes as a guide in stereocontrol. Applications to the asymmetric synthesis of natural products

“…Several stereoselective nucleophilic additions to chiral imines derived from 1 -phenylethy1aminel5" and amino acid derivatives'56 as chiral auxiliaries have been reported. In contrast to the 1,2-nucleophilic additions to the [Fe(dienone)(C0)3] complexes described above,5v8 there are no reports on the stereoselectivity of the nucleophilic addition of organometallics to the l-iminodiene complex 13. In connection with our goal of developing a highly stereoselective reaction mediated by the [Fe(diene)(CO),] complex, we investigated the dia- stereoselective nucleophilic addition to the 1 -azatriene complex 13a with several organometallics.…”

Tricarbonyliron complexes: an approach to acyclic stereocontrol

“…The stereoselectivity is readily accounted for by the proposed model with addition of the nucleophile proceeding onto the s-cis-conformation of the ketone anti to the bulky Fe(CO) 3 group (Scheme 1). 12 Reduction of ketone groups appended to the allyl ligand of p-allyltricarbonyliron lactone complexes is best achieved using organoaluminium reagents bearing sterically bulky alkyl groups. 10 In these cases b-hydride transfer is a more facile process than whole group transfer and the resulting secondary alcohol product is obtained exclusively as a single diastereoisomer in complete accord with the proposed model.…”

“…Its high natural abundance and ready accessibility have resulted in the development of a wide and varied organometallic chemistry. Most low valent organoiron complexes derive from inexpensive ironpentacarbonyl [Fe(CO) 5 ] or from one of its higher order congeners, diironnonacarbonyl [Fe 2 (CO) 9 ] and triirondodecacarbonyl [Fe 3 (CO) 12 ]. Such iron carbonyl complexes are relatively easy to prepare and can generally be handled without the need for specialised techniques or apparatus.…”