Enantioselective Nitroso Aldol Intramolecular Transesterification Cyclization Domino Reaction for Highly Effective Construction of Chiral Spirooxindoles | Zendy

Ji ShanPing | Zendy; Liu LinWei | Zendy; Chen Feng | Zendy; Ren HongXia | Zendy; Yang Yu | Zendy; Zhang ZhengBing | Zendy; Peng Lin | Zendy; Wang LiXin | Zendy

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Enantioselective Nitroso Aldol Intramolecular Transesterification Cyclization Domino Reaction for Highly Effective Construction of Chiral Spirooxindoles

Author(s) -

Ji ShanPing,

Liu LinWei,

Chen Feng,

Ren HongXia,

Yang Yu,

Zhang ZhengBing,

Peng Lin,

Wang LiXin

Publication year - 2016

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201600884

Subject(s) - chemistry , enantioselective synthesis , nitrosobenzene , oxindole , bifunctional , aldol reaction , intramolecular force , organic chemistry , transesterification , domino , catalysis , nitroso , cascade reaction , combinatorial chemistry

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 ).

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