102423-80-3Relevant articles and documents
Silyllithium-Initiated Coupling of α-Ketoamides with tert-Butanesulfinylimines for Stereoselective Synthesis of Enantioenriched α-(Silyloxy)-β-amino Amides
Sun, Zhao,Liu, Hui,Zeng, Yong-Ming,Lu, Chong-Dao,Xu, Yan-Jun
, p. 620 - 623 (2016)
A silyllithium-initiated coupling of α-ketoamides with tert-butanesulfinylimines was developed for the efficient, stereoselective synthesis of enantioenriched α-(silyloxy)-β-amino amides. Nucleophilic addition of silyllithium to α-ketoamides, followed by 1,2-Brook rearrangement, generates nucleophilic enolates, which are then intercepted by chiral imines to provide three-component coupling products. Use of α-ketoamides is critical for achieving high yields and diastereoselectivities in the resulting α-hydroxy-β-amino acid derivatives.
Metal free chemoselective reduction of α-keto amides using TBAF as catalyst
Mamillapalli, N. Chary,Sekar, Govindasamy
, p. 61077 - 61085 (2015/02/19)
The metal and ligand free chemoselective reduction of the keto group and complete reduction of the both keto and amide groups of α-keto amide with hydrosilanes using tetrabutylammoniumflouride (TBAF) as catalyst have been accomplished. This methodology affords an efficient and economic route for the synthesis of biologically important α-hydroxy amides and β-amino alcohols. The other important advantage of this TBAF catalyst is chemoselective reduction of ketones to corresponding alcohols in the presence of several other sensitive functional groups.
Carbmoyllithiums. A Novel Method for Generation by Lithium-Tellurium Exchange Reaction
Hiiro, Tomoki,Mogami, Toshiaki,Kambe, Nobuaki,Fujiwara, Shin-Ichi,Sonoda, Noboru
, p. 703 - 711 (2007/10/02)
Reaction of Te-butyl carbamotelluroates with butyllithium at low temperatures resulted in efficient transmetallation to give corresponding carbamoyllithiums.A convenient one-pot procedure for nucleophilic carbamoylation using carbamoyl halides has been developed as an application of this reaction.
