公开(公告)号：US09981977B2

公开(公告)日：2018-05-29

申请号：US14368105

申请日：2012-12-26

申请人： THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

发明人： Vivek Rauniyar ,  Aaron D. Lackner ,  Gregory L. Hamilton ,  F. Dean Toste ,  Robert J. Phipps ,  Hunter Shunatona ,  Natalja Frueh ,  Yiming Wang ,  Jeffrey Wu ,  Jigar Patel ,  Takashi Honjo

IPC分类号： C07D487/08 ,  C07F9/6574 ,  C07D215/20 ,  C07D217/22 ,  C07D221/10 ,  C07C231/12 ,  C07D263/10 ,  C07D263/52 ,  C07D265/16 ,  C07D491/052 ,  C07D498/10 ,  C07D209/76 ,  C07B53/00 ,  C07C45/30 ,  B01J31/02 ,  C07C45/29 ,  C07F9/09

CPC分类号： C07D487/08 ,  B01J31/0285 ,  B01J2231/4288 ,  B01J2231/48 ,  C07B53/00 ,  C07B2200/07 ,  C07C45/29 ,  C07C45/30 ,  C07C231/12 ,  C07C2601/04 ,  C07C2601/14 ,  C07C2601/16 ,  C07C2602/10 ,  C07C2602/24 ,  C07C2602/28 ,  C07C2603/72 ,  C07D209/76 ,  C07D215/20 ,  C07D217/22 ,  C07D221/10 ,  C07D263/10 ,  C07D263/52 ,  C07D265/16 ,  C07D491/052 ,  C07D498/10 ,  C07F9/09 ,  C07F9/65744 ,  C07C233/73 ,  C07C49/693 ,  C07C49/687 ,  C07C49/753 ,  C07C49/457

摘要： The discovery of distinct modes of asymmetric catalysis has the potential to rapidly advance chemists' ability to build enantioenriched molecules. As an example, the use of chiral cation salts as phase-transfer catalysts for anionic reagents has enabled a vast set of enantioselective transformations. A largely overlooked analogous mechanism wherein a chiral anionic catalyst brings a cationic species into solution is itself a powerful method. The concept is broadly applicable to a number of different reaction pathways, including to the enantioselective fluorocyclization of olefins, and dearomatization of aromatic systems with a cationic electrophile-transferring (e.g., fluorinating) agent and a chiral phosphate catalyst. The reactions proceed in high yield and stereoselectivity. The compounds and methods of the invention are of particular value, especially considering the scarcity of alternative approaches.

公开(公告)号：US20140350253A1

公开(公告)日：2014-11-27

申请号：US14368105

申请日：2012-12-26

申请人： THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

发明人： Vivek Rauniyar ,  Aaron D. Lackner ,  Gregory L. Hamilton ,  F. Dean Toste ,  Robert J. Phipps ,  Hunter Shunatona ,  Natalja Frueh ,  Yiming Wang ,  Jeffrey Wu ,  Jigar Patel ,  Takashi Honjo

IPC分类号： C07D487/08 ,  C07C45/29 ,  C07D498/10 ,  C07D263/52 ,  B01J31/02 ,  C07F9/09

CPC分类号： C07D487/08 ,  B01J31/0285 ,  B01J2231/4288 ,  B01J2231/48 ,  C07B53/00 ,  C07B2200/07 ,  C07C45/29 ,  C07C45/30 ,  C07C231/12 ,  C07C2601/04 ,  C07C2601/14 ,  C07C2601/16 ,  C07C2602/10 ,  C07C2602/24 ,  C07C2602/28 ,  C07C2603/72 ,  C07D209/76 ,  C07D215/20 ,  C07D217/22 ,  C07D221/10 ,  C07D263/10 ,  C07D263/52 ,  C07D265/16 ,  C07D491/052 ,  C07D498/10 ,  C07F9/09 ,  C07F9/65744 ,  C07C233/73 ,  C07C49/693 ,  C07C49/687 ,  C07C49/753 ,  C07C49/457

摘要： The discovery of distinct modes of asymmetric catalysis has the potential to rapidly advance chemists' ability to build enantioenriched molecules. As an example, the use of chiral cation salts as phase-transfer catalysts for anionic reagents has enabled a vast set of enantioselective transformations. A largely overlooked analogous mechanism wherein a chiral anionic catalyst brings a cationic species into solution is itself a powerful method. The concept is broadly applicable to a number of different reaction pathways, including to the enantioselective fluorocyclization of olefins, and dearomatization of aromatic systems with a cationic electrophile-transferring (e.g., fluorinating) agent and a chiral phosphate catalyst. The reactions proceed in high yield and stereoselectivity. The compounds and methods of the invention are of particular value, especially considering the scarcity of alternative approaches.

摘要翻译： 发现不同模式的不对称催化有可能迅速提高化学家建立对映体的分子的能力。 作为例子，使用手性阳离子盐作为阴离子试剂的相转移催化剂使得能够进行大量的对映选择性转化。 主要被忽略的类似机理，其中手性阴离子催化剂将阳离子物质引入溶液本身是强有力的方法。 该概念广泛地适用于许多不同的反应途径，包括烯烃的对映选择性氟环化，以及芳族体系与阳离子亲电试剂转移（例如氟化）试剂和手性磷酸酯催化剂的脱芳构化。 反应以高产率和立体选择性进行。 本发明的化合物和方法特别有价值，特别考虑到替代方法的稀缺性。