Stereoselective Mannich Reaction of <i>α</i>‐Acetoxy‐<i>β</i>‐keto Esters with Isatin Imine: An Efficient Access to Vicinal Tetra‐Substituted Stereocenters
نویسندگان
چکیده
Abstract A highly diastereo‐ and enantioselective Mannich reaction of α ‐acetoxy‐ β ‐keto esters with isatin imine was developed. The quinine thiourea organocatalyst smoothly promoted the asymmetric to furnish various 3‐substituted‐3‐aminooxindole derivatives bearing two adjacent tetra‐substituted stereocenters in up 93 % yield, 98 ee >20 : 1 dr . transition state structure absolute configuration obtained product were predicted using DFT calculations, results from single crystal X‐ray analysis are agreement studies.
منابع مشابه
Stereoselective Organocatalytic Synthesis of Oxindoles with Adjacent Tetrasubstituted Stereocenters.
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ژورنال
عنوان ژورنال: European Journal of Organic Chemistry
سال: 2021
ISSN: ['1434-193X', '1099-0690']
DOI: https://doi.org/10.1002/ejoc.202101047