223913-42-6Relevant articles and documents
Kinetic Resolution of Tertiary 2-Alkoxycarboxamido-Substituted Allylic Alcohols by Chiral Phosphoric Acid Catalyzed Intramolecular Transesterification
Rajkumar, Subramani,He, Shunlong,Yang, Xiaoyu
, p. 10315 - 10319 (2019)
A highly enantioselective kinetic resolution of tertiary 2-alkoxycarboxamido allylic alcohols has been achieved through a chiral phosphoric acid catalyzed intramolecular transesterification reaction. Both alkyl,aryl- and dialkyl-substituted tertiary allylic alcohols were resolved with excellent efficiencies, affording both the recovered tertiary alcohols and the carbamate products with high enantioselectivities (with s factors up to 164.6). A gram-scale reaction with 1 mol % catalyst loading and the facile conversion of the enantioenriched products into useful chiral building blocks, such as chiral oxazolidinones and β-amino alcohols, demonstrate the value of this reaction.
Stereoselective Grignard-type reactions of chiral N,N-dibenzylamino ketones
Reetz, Manfred T.,Schmitz, Alfred
, p. 2737 - 2740 (2007/10/03)
N,N-Dibenzylamino ketones of the type Bn2N(R1)CHC(O)R2, prepared in enantiomerically pure form from α-amino acids, undergo non-chelation controlled Grignard-type reactions with RLi, RMgX or RCeCl2 without any un