196598-69-3Relevant academic research and scientific papers
Construction of Vicinal Quaternary Centers via Iridium-Catalyzed Asymmetric Allenylic Alkylation of Racemic Tertiary Alcohols
Isomura, Mayuko,Petrone, David A.,Carreira, Erick M.
, p. 3323 - 3329 (2021)
Enantioselective bond formation between sterically hindered fragments to furnish acyclic products with vicinal quaternary centers is a formidable challenge. We report a solution that involves cocatalysis between a chiral Ir-(phosphoramidite,olefin) complex and La(OTf)3. This robust catalytic system effects highly enantioconvergent and regioselective alkylation of racemic tertiary α-allenyl alcohols with tetrasubstituted silyl ketene acetals. The transformation displays broad functional group tolerance for both reaction components and allows efficient generation of β-allenyl ester products in good yield and with excellent enantioselectivity. Furthermore, both the allene and ester functionalities were leveraged to upgrade the structural complexity of the products via a series of stereoselective metal-catalyzed functionalization reactions.
Formation of quaternary centres via iron allyl cations. Rapid entry into spirocyclic ring systems
Charlton, M. Anne,Green, James R.
, p. 965 - 974 (2007/10/03)
Ester-substituted allyltetracarbonyliron cations react with cycloalkylidene-type silyl enol ethers, silyl ketene acetals, and β-keto- esters to give 1,6-dicarbonyl compounds containing a newly formed quaternary centre. Selected condensation products are c
