The Asymmetric Synthesis of Amines via Nickel-Catalyzed Enantioconvergent Substitution Reactions
作者:Ze-Peng Yang、Dylan J. Freas、Gregory C. Fu
DOI:10.1021/jacs.0c13034
日期:2021.2.24
dialkyl carbinamines do not provide general access to amines wherein the two alkyl groups are of similar size (e.g., CH2R versus CH2R1). Herein, we report two mild methods for the catalytic enantioconvergent synthesis of protected dialkyl carbinamines, both of which use a chiral nickel catalyst to couple an alkylzinc reagent (1.1–1.2 equiv) with a racemic partner, specifically, an α-phthalimido alkyl chloride
手性二烷基卡宾胺在有机化学、药物化学和生物化学等领域具有重要意义,例如用作生物活性分子、手性配体和手性催化剂。不幸的是,大多数用于合成二烷基卡宾胺的催化不对称方法不提供获得其中两个烷基具有相似大小的胺的一般途径(例如,CH 2 R与CH 2 R 1 )。在此,我们报道了两种催化对映异构合成受保护的二烷基卡宾胺的温和方法,这两种方法都使用手性镍催化剂将烷基锌试剂(1.1-1.2当量)与外消旋伙伴偶联,特别是α-邻苯二甲酰亚氨基烷基氯或受保护的 α-氨基酸的N-羟基邻苯二甲酰亚胺 (NHP) 酯。该方法用途广泛,可提供带有一系列官能团的二烷基卡宾胺衍生物。对于NHP酯的偶联,我们进一步描述了一种一锅变体,其中NHP酯原位生成,允许从市售氨基酸衍生物一步生成对映体富集的受保护的二烷基卡宾胺;我们通过将其应用于一系列有趣的目标分子的有效催化对映选择性合成来证明该方法的实用性。
[EN] METHODS AND COMPOSITIONS FOR TARGETED THERAPEUTICS<br/>[FR] MÉTHODES ET COMPOSITIONS POUR UN USAGE THÉRAPEUTIQUE CIBLÉ
申请人:MEDIVATION TECHNOLOGIES INC
公开号:WO2017019830A1
公开(公告)日:2017-02-02
This disclosure describes compositions and methods for delivering and localizing repair cells to therapeutic targets.
这份披露描述了将修复细胞传递和定位到治疗靶点的组合物和方法。
[EN] METHODS AND COMPOSITIONS USING REPAIR CELLS AND CATIONIC DYES<br/>[FR] MÉTHODES ET COMPOSITIONS UTILISANT DES CELLULES RÉPARATRICES ET DES COLORANTS CATIONIQUES
申请人:MEDIVATION TECHNOLOGIES INC
公开号:WO2017019832A1
公开(公告)日:2017-02-02
This disclosure describes compositions and methods for delivering and localizing repair cells to therapeutic targets.
这份披露描述了将修复细胞传递和定位到治疗靶点的组合物和方法。
[EN] COMPOSITIONS CONTAINING REPAIR CELLS AND CATIONIC DYES<br/>[FR] COMPOSITIONS CONTENANT DES CELLULES DE RÉPARATION ET DES COLORANTS CATIONIQUES
申请人:MEDIVATION TECHNOLOGIES INC
公开号:WO2017019833A1
公开(公告)日:2017-02-02
This disclosure describes compositions and methods for delivering and localizing repair cells, such as mesenchymal stem cells (MSCs) to the sites of tissue injuries, including cartilage injuries. This disclosure also describes methods for chondrogenic differentiation of MSCs in pellet compositions.