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- Title
Enantioselective Nitroso Aldol Intramolecular Transesterification Cyclization Domino Reaction for Highly Effective Construction of Chiral Spirooxindoles.
- Authors
Ji, Shan‐Ping; Liu, Lin‐Wei; Chen, Feng; Ren, Hong‐Xia; Yang, Yu; Zhang, Zheng‐Bing; Peng, Lin; Wang, Li‐Xin
- Abstract
A catalytic asymmetric nitroso aldol intramolecular transesterification cyclization domino reaction between a C3 alkyl ester substituted oxindole and nitrosobenzene for the construction of chiral spirooxindoles was achieved in the presence of a chiral bifunctional tertiary amine thiourea catalyst and water. Optically active spirooxindoles were obtained in moderate yields (up to 76 %) and excellent enantioselectivities (up to 95 % ee).
- Subjects
ENANTIOSELECTIVE catalysis; NITROSO compounds; OXINDOLE alkaloids; CHIRAL drugs synthesis; RING formation (Chemistry)
- Publication
European Journal of Organic Chemistry, 2016, Vol 2016, Issue 32, p5437
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201600884