One-ligand Catalytic Asymmetric Deprotonation of a Phosphine Borane: Synthesis of <i>P</i>-Stereogenic Bisphosphine Ligands
作者:Johan Granander、Francesco Secci、Steven J. Canipa、Peter O’Brien、Brian Kelly
DOI:10.1021/jo200708e
日期:2011.6.3
A new protocol for the catalytic asymmetric deprotonation of a phosphine borane using s-BuLi and sub-stoichiometric quantities of chiral diamines is reported. The method involves three sequential additions of s-BuLi, and use of (-)-sparteine or the (+)-sparteine surrogate facilitates access to P-stereogenic phosphines with opposite configuration. The method is exemplified by the catalytic asymmetric synthesis of each enantiomer of precursors to QuinoxP*, trichickenfootphos, and Mini-PHOS.
C1-SYMMETRIC BISPHOSPHINE LIGANDS AND THEIR USE IN THE ASYMMETRIC SYNTHESIS OF PREGABALIN
申请人:Warner-Lambert Company LLC
公开号:EP1727620A1
公开(公告)日:2006-12-06
C1-Symmetric Bisphospine Ligands and Their Use in the Asymmetric Synthesis of Pregabalin
申请人:Bao Jian
公开号:US20090124820A1
公开(公告)日:2009-05-14
Materials and Methods for preparing (S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid and structurally related compounds via enantioselective hydrogenation of prochiral olefins are disclosed. The methods employ novel chiral catalysts, which include C
1
-symmetric bisphosphine ligands bound to transition metals.
[EN] C1-SYMMETRIC BISPHOSPHINE LIGANDS AND THEIR USE IN THE ASYMMETRIC SYNTHESIS OF PREGABALIN<br/>[FR] LIGANDS DE BISPHOSPHINE C1-SYMMETRIQUES ET LEUR UTILISATION DANS LA SYNTHESE ASYMETRIQUE DE PREGABALINE
申请人:WARNER LAMBERT CO
公开号:WO2005087370A1
公开(公告)日:2005-09-22
Materials and methods for preparing (S)-(+)-3-(aminomethyl)-5-methylhexanoic acid and structurally related compounds via enantioselective hydrogenation of prochiral olefins are disclosed. The methods employ novel chiral catalysts, which include C1-symmetric bisphosphine ligands bound to transition metals.
C1-symmetric bisphosphine ligands and their use in the asymmetric synthesis of pregabalin
申请人:Bao Jian
公开号:US20050228190A1
公开(公告)日:2005-10-13
Materials and methods for preparing (S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid and structurally related compounds via enantioselective hydrogenation of prochiral olefins are disclosed. The methods employ novel chiral catalysts, which include C
1
-symmetric bisphosphine ligands bound to transition metals.