116385-36-5Relevant academic research and scientific papers
Conjugate addition of allylic groups to α,β-unsaturated carbonyl compounds via (η3-allyl)Fe(CO)2NO complexes
Itoh, Keiji,Nakanishi, Saburo,Otsuji, Yoshio
, p. 215 - 224 (2007/10/02)
(η3-Allyl)Fe(CO)2NO complexes undergo conjugate addition to α,β-unsaturated carbonyl compounds to give the corresponding δ,ε-unsaturated carbonyl compounds in good yields.The reaction of (η3-1- or 2-trimethylsiloxyallyl)Fe(CO)2NO complexes with α,β-unsaturated ketones affords 1,6- or 1,5-diketones, respectively. (η3-1-Acetonylallyl)Fe(CO)2NO complexes also react with α,β-unsaturated carbonyl compounds to give 1,8-dicarbonyl compounds.The mechanisms and reactivity of these conjugate addition reactions are discussed.Key words: Iron; Carbonyl; Allyl; Silicon; Nitrosyl; Ketone
Preparation and Reactivities of (η3-1- and 2-Trimethylsiloxyallyl)Fe(CO2)NO Complexes. Intermediates Functioning as Equivalents of β- and α-Acyl Carbocations and Acyl Carbanions
Itoh, Keiji,Nakanishi, Saburo,Otsuji, Yoshio
, p. 2965 - 2977 (2007/10/02)
(η3-1- and 2-Trimethylsiloxyallyl)Fe(CO)2NO complexes were prepared by the reaction of the corresponding siloxyallylic halides with Bu4N.These complexes reacted with both of carbon nucleophiles and carbon electrophiles preferentially at the less hindered sites of the allylic ligands.In these reactions, (η3-1-trimethylsiloxyallyl)Fe(CO)2NO complexes served as synthetically equivalent synthons for both of β-acyl carbocations and β-acyl carbanions and (η3-2-trimethylsiloxyallyl)Fe(CO)2NO complexes as both of α-acyl carbocations and α-acyl carbanions.The stereochemical courses of the reactions are described.
Diversity in Modes of Reactions of (η3-1-Trimethylsiloxyallylic)Fe(CO)2NO Complexes. Nucleophilic Addition and Cyclization on the Allylic Ligands
Ito, Keiji,Nakanishi, Saburo,Otsuji, Yoshio
, p. 473 - 476 (2007/10/02)
The titled iron complexes derived from 3-iodo-1-trimethylsiloxypropenes and reacted with carbon nucleophiles such as NaCH(CO2Et)2 to give the corresponding nucleophile addition products in high yields.The addition occurred at the 3-position of the ligands with high regioselectivity.However, the iron complexes derived from 2-alkyl-3-iodo-1-trimethylsiloxypropenes underwent cyclization reaction with the same siloxypropenes to give dihydropyran derivatives.The diversity in the modes of reactions of the iron complexes are discussed.
1-Trimethylsiloxyallylic Iron Complexes as a β-Acylcarbanion Equivalent
Ito, Keiji,Nakanishi, Saburo,Otsuji, Yoshio
, p. 2103 - 2106 (2007/10/02)
3-Iodo-1-trimethylsiloxypropenes, which were derived by the reaction of α,β-unsaturated ketones and esters with iodotrimethylsilane, gave (η3-1-trimethylsiloxyallylic)Fe(CO)2NO complexes upon treatment with tetrabutylammonium tricarbonylnitrosy
