Abstract

An efficient synthesis of non-natural, diastereoselective, α-hydroxyoxoindolin appended β-aminoester derivatives has been demonstrated from unprotected Morita-Baylis-Hillman (MBH) adducts of oxindole via simple aza-Michael addition strategy. The judicious choice of sodium hydride and bulky 2,4,6-triisopropylbenzenesulphonamide provided a controlled and diastereoselective addition products with MBH adducts of oxindole for the first time.

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