Carbene-catalyzed kinetic resolution of bispirooxindoles: selective lactam amidation and access to challenging chiral scaffolds

Author:

Pu Yiru1,Zuo Yi1,Ling Jie1,Li Meimei1ORCID,Huang Hui1,Zhang Chaozheng1,Yang Jirui1,Deng Yun1,Wang Maolin2,Lu Jun13ORCID

Affiliation:

1. State Key Laboratory of Southwestern Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China

2. Clinical Research Center, The First Affiliated Hospital of Shantou University Medical College, Shantou, Guangdong Province, 515000, China

3. Institute for Advancing Translational Medicine in Bone & Joint Diseases, School of Chinese Medicine, Hong Kong Baptist University, Hong Kong SAR, 999077, China

Abstract

Despite kinetic resolution (KR) via N-heterocyclic carbene (NHC)-catalyzed acylation minimizing any competitive racemic background reactions, the KR of NHC-activated lactam amidation is mostly uninvestigated.

Funder

Chengdu University of Traditional Chinese Medicine

Health Commission of Sichuan Province

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

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