The stereoselective synthesis of functionalized vicinal diamine systems by the double allylation reactions of “protected” 1,2-bis-imine precursors.
摘要:
A diastereoselective synthesis of vicinal diamines via the reactions of allylic Grignard reagents with readily available "protected" 1,2-bisimines has been developed. This method has been extended to preparing optically pure diamines by the use of chiral 1,2-bisimine precursors.
DOI:
10.1016/s0040-4039(00)79412-3
作为产物:
描述:
草酸醛 、 二苯甲胺 以50.6 g (95%)的产率得到1,1,6,6-tetraphenyl-2,5-diaza-2,4-hexadiene
[EN] AN IMPROVED PROCESS FOR DIASTER-EOSELECTIVE SYNTHESIS OF VICINAL DIAMINES<br/>[FR] PROCÉDÉ PERFECTIONNÉ POUR LA SYNTHÈSE DIASTÉRÉOSÉLECTIVE DE DIAMINES VICINALES
申请人:PIRAMAL ENTPR LTD
公开号:WO2020012403A1
公开(公告)日:2020-01-16
The present invention relates to an improved process for diastereoselective synthesis of vicinal diamines (1). The process involves highly regio- and diastereoselective addition of 2-azaallyl anions (4) to N-tert-butanesulfinylimines (5) to produce vicinal diamines (1).
(EN) The present invention relates to an improved method of forming vicinal diamines. The method according to the present invention has the advantage of being highly stereoselective, capable of forming a wide variety of diamines including racemic and enantiomeric forms, and employing readily available starting and reaction materials. In particular the present invention relates to a method of forming vicinal diamines from a bis-imine precursor using nucleophilic additions of organometallic reagents.(FR) Cette invention concerne un procédé amélioré permettant de former des diamines voisines. Ce procédé présente l'avantage d'être fortement stéréosélectif, de pouvoir former une grande variété de diamines y compris des formes racémiques et énantiomères, et d'employer des matières de départ et de réaction facilement disponibles. Cette invention concerne plus particulièrement un procédé permettant de former des diamines voisines à partir d'un précurseur de bis-imine à l'aide d'apports nucléophiles de réactifs organométalliques.