Highly Enantioselective Michael Addition of 2‐Oxindole‐ 3‐carboxylate Esters to Nitroolefins Promoted by <i>Cinchona</i> Alkaloid‐Thiourea‐Brønsted Acid Cocatalysts

Xianjie Chen, Wei Zhu, Wangke Qian, Enguang Feng, Yu Zhou, Jinfang Wang, Hualiang Jiang, Zhu‐Jun Yao, Hong Liu

Advanced Synthesis & Catalysis · 2012 · 41 citations · 50 references

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Abstract

Abstract A highly efficient organocatalyzed Michael addition of 2‐oxindole‐3‐carboxylate esters to nitroolefins using a Cinchona alkaloid‐thiourea and an achiral Brønsted acid as cooperative organocatalysts is reproted that affords significantly improved enantioselectivity and diastereoselectivity. It also provides an efficient approach to the synthesis of spirooxindole derivatives with high enantioselectivity.

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