67 research outputs found
Vinylogous Reactivity of Oxindoles Bearing Nonsymmetric 3‑Alkylidene Groups
The
γ-functionalization of oxindoles bearing nonsymmetric 3-alkylidene
groups via vinylogous Michael-type addition to nitroolefins
was realized. The suppression of the interconversion between the <i>E</i> and <i>Z</i> isomers of the starting oxindoles
allowed a site-specific diastereoselective and enantioselective transformation.
Specific experiments allowed us to establish the rate-determining
step of the reaction and to advance a robust hypothesis for the
exclusive formation of an <i>s-cis</i> enolate as the only
reactive intermediate
Enantioselective organocatalytic conjugate addition of nitroalkanes to electrophilic 2-iminochromenes
10.1021/cs300313jACS Catalysis281535-153
- …