Quaternary Chiral Center via Diastereoselective Enolate Amination Enables the Synthesis of an Anti-inflammatory Agent†
NA Magnus, S Campagna, PN Confalone…
文献索引：Magnus, Nicholas A.; Campagna, Silvio; Confalone, Pat N.; Savage, Scott; Meloni, David J.; Waltermire, Robert E.; Wethman, Robert G.; Yates, Mathew Organic Process Research and Development, 2010 , vol. 14, # 1 p. 159 - 167
The d-leucine amino acid residue necessary for the synthesis of BMS-561392, 1, was employed as a chiral directing group for a diastereoselective enolate amination to establish the quaternary chiral center. Enhanced diastereomeric ratios were observed while conducting the enolate amination with 1-chloro-1-nitrosocyclopentane 6 in the presence of LiCl. Analogies are drawn between known tertiary amide amino alcohol chiral auxiliaries ...
