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Organocatalytic Asymmetric Mannich/Aza-Michael Cascade Reaction of δ‑Formyl-α,β-unsaturated Ketones with Cyclic N‑Sulfimines: Enantioselective Synthesis of Benzosulfamidate-Fused Pyrrolidines

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journal contribution
posted on 13.07.2017, 00:00 by Hanna Kim, Yerin Kim, Sung-Gon Kim
A catalytic highly enantioselective Mannich/aza-Michael cascade reaction of δ-formyl-α,β-unsaturated ketones with cyclic N-sulfimines, promoted by diphenylprolinol TMS ether as an organocatalyst, has been developed for the synthesis of chiral benzosulfamidate-fused pyrrolidines, which generated in good yields and with high diastero- and enantioselectivities. Further chemical transformations have been performed with chiral benzosulfamidate-fused pyrrolidines