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Asymmetric Synthesis of Spirooxindole β ‐lactams via Isothiourea‐catalyzed Mannich/lactamization Reaction of Aryl Acetic Acids with Isatin‐derived Ketimines
Author(s) -
Jin JingHai,
Zhao Jianhong,
Yang WuLin,
Deng WeiPing
Publication year - 2019
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.201801621
Subject(s) - chemistry , isatin , stereocenter , catalysis , annulation , vicinal , combinatorial chemistry , aryl , mannich reaction , acetic acid , organic chemistry , enantioselective synthesis , alkyl
An efficient [2+2] annulation strategy that isothiourea catalyst homobenzotetramisole (HBTM)‐catalyzed Mannich/lactamization cascade reaction of carboxylic acids with isatin‐derived ketimines has been disclosed. This protocol affords a range of structurally diverse spirooxindole β ‐lactams bearing two vicinal stereogenic centers in good to high yields with good to excellent stereoselectivities.