Premium
Copper‐Catalyzed Regio‐ and Stereoselective Ring‐Opening of Cyclic Sulfamidates with Grignard Reagents assisted by Lithium Chloride
Author(s) -
Arigala Pitchaiah,
Sadu Venkata S.,
Hwang InTaek,
Hwang JinSoo,
Kim ChulUng,
Lee KeeIn
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.201400850
Subject(s) - chemistry , stereoselectivity , reagent , lithium (medication) , ring (chemistry) , catalysis , lithium chloride , grignard reagent , chloride , combinatorial chemistry , bond cleavage , benzylamine , organic chemistry , medicine , endocrinology
Copper‐catalyzed ring‐opening reactions of cyclic 1,2‐sulfamidates with a wide range of Grignard reagents have been investigated. The use of lithium chloride as an additive is essential to activate CO bond cleavage. The reaction represents highly regio‐ and stereoselective, and thus allows for efficient synthesis of enantioenriched α‐branched benzylamine derivatives. Furthermore, we demonstrated that the products are potential to be used as building blocks for the preparation of wide range of nitrogen‐containing heterocycles.