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Recyclable Organocatalyst‐Promoted One‐Pot Asymmetric Synthesis of Spirooxindoles Bearing Multiple Stereogenic Centers
Author(s) -
Huang Xin,
Pham Kenny,
Yi Wenbin,
Zhang Xiaofeng,
Clamens Cécilia,
Hyatt Jeremy H.,
Jasinsk Jerry P.,
Tayvah Uriel,
Zhang Wei
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500748
Subject(s) - stereocenter , chemistry , cinchona , thiourea , bifunctional , organocatalysis , enantioselective synthesis , one pot synthesis , organic chemistry , combinatorial chemistry , mannich reaction , isatin , catalysis
A recyclable fluorous bifunctional Cinchona alkaloid/thiourea‐catalyzed and four‐component Michael/Mannich/cyclization sequence has been developed for the asymmetric synthesis of spirooxindoles containing 2‐piperidinone and tetrahydropyridine rings. This one‐pot reaction process affords the products in good to excellent yields and up to 99% ee and 9:1 dr .