96921-49-2Relevant articles and documents
Allyl sulfones as precursors to allylzincs in the palladium-catalyzed zinc-ene cyclization: Highly efficient synthesis of enantiopure (-)-erythrodiene
Deng, Kai,Chalker, Justin,Yang, Ao,Cohen, Theodore
, p. 3637 - 3640 (2007/10/03)
(Chemical Equation Presented) Easily prepared allyl phenyl sulfones, capable of introduction of the alkene by electrophilic α-substitution, are superior to allyl acetates as substrates for Pd-catalyzed Zn-ene cyclizations, providing C5 or C4N r
Controlled endocyclic and exocyclic-γ-metalations of β-substituted cyclohexenyl sulfones. Regiospecific syntehses of γ-oxygenated cyclohexenyl sulfones.
lee,Fuchs
, p. 2861 - 2864 (2007/10/02)
β-Substituted cyclohexenyl sulfones may be regiospecifically isomerized to either endocyclic or exocyclic allyl sulfones. Epoxidation of these materials followed by a second metalation yields γ-hydroxy cyclohexenyl sulfones 6 and 7. Subjection of either o
Palladium-Catalyzed Substitutions of Allylic Nitro Compounds. Regiochemistry
Tamura, Rui,Kai, Yoshiki,Kakihana, Masato,Hayashi, Koji,Tsuji, Masanori,et al.
, p. 4375 - 4385 (2007/10/02)
Primary, secondary, and tertiary allylic nitro compounds underwent Pd(0)-catalyzed allylic substitution by stabilized carboanions, secondary amines, and benzenesulfinate ion (PhSO2-). α,β-disubstituted α-nitro olefins also behaved as allylic nitro compounds, via base-catalyzed vinyl -> allyl rearrangement, and underwent allylic substitution by secondary amines and PhSO2-.The regiochemistry of these substitutions was dependent on the structure of the allylic nitro compound amd on the steric bulk of the nucleophile.Generally, substitution occurred at the lesshindered or least substituted site.In some cases added or generated NaNO2 affected the regioselectivity of the allylic substitution of allylic nitro compounds and some allylic acetates by PhSO2-.Under these conditions, the more sterically hindered allylic sulfones were formed.
