Organocatalytic asymmetric synthesis of trans-configured trispirooxindoles through a cascade Michael-cyclization reaction

• The first organocatalytic asymmetric synthesis of trispirooxindole was disclosed.
• Trispirooxindoles were featured with trans-configuration.
• Trispirooxindoles were featured with two quaternary stereocenters.

An efficient stereoselective Michael-cyclization reaction of 3-isothiocyanato oxindoles to cyclic methyleneindolinones has been described. The protocol provides a facile and efficient access to chiral trans-configured trispirooxindoles containing two quaternary stereocenters in good yields (up to 89%) with good diastereoselectivities (up to 90:10) and high enantioselectivities (up to 94% ee) under mild conditions.

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