172095-73-7Relevant academic research and scientific papers
A Tunable and Enantioselective Hetero-Diels–Alder Reaction Provides Access to Distinct Piperidinoyl Spirooxindoles
Jayakumar, Samydurai,Louven, Kathrin,Strohmann, Carsten,Kumar, Kamal
, p. 15945 - 15949 (2017)
The active complexes of chiral N,N′-dioxide ligands with dysprosium and magnesium salts catalyze the hetero-Diels–Alder reaction between 2-aza-3-silyloxy-butadienes and alkylidene oxindoles to selectively form 3,3′- and 3,4′-piperidinoyl spirooxindoles, respectively, in very high yields and with excellent enantioselectivities. The exo-selective asymmetric cycloaddition successfully regaled the construction of sp3-rich and highly substituted natural-product-based spirooxindoles supporting many chiral centers, including contiguous all-carbon quaternary centers.
