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Facile, Efficient and Diastereoselective Construction of Indane‐Fused Pyrrolidin‐2‐ones via a Potassium Hydroxide‐Catalyzed Domino Reaction
Author(s) -
Xing Siyang,
Ren Jing,
Wang Kui,
Cui Hong,
Xia Tian,
Zhang Ming,
Wang Dandan
Publication year - 2016
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.201600611
Subject(s) - indane , chemistry , stereocenter , potassium hydroxide , domino , cascade reaction , catalysis , ring (chemistry) , medicinal chemistry , hydroxide , potassium , combinatorial chemistry , tandem , organic chemistry , enantioselective synthesis , materials science , composite material
A facile and efficient potassium hydroxide (KOH)‐catalyzed tandem reaction involving sequential Michael addition of electron‐deficient alkenes with malonic esters, ring opening of activated aziridines and lactamization has been described. A highly functionalized indane‐fused tricyclic scaffold containing three rings, three adjacent stereocenters and a quaternary center was constructed by the formation of two new C–C bonds and one new C–N bond in a diastereoselective manner.