[EN] DE-C2-SYMMETRIC DIPHENYLAMINE-TYPE CHIRAL BISOXAZOLINE LIGAND, SYNTHESIS METHOD THEREFOR AND USE THEREOF<br/>[FR] LIGAND BISOXAZOLINE CHIRAL DE TYPE DE-C2-DIPHÉNYLAMINE SYMÉTRIQUE, SON PROCÉDÉ DE SYNTHÈSE ET SON UTILISATION<br/>[ZH] 一种去C2-对称性二苯胺型手性双噁唑啉配体及其合成方法与应用
A diphenylamine-linked chiral bis(oxazoline) ligand without C2-symmetry, synthesis method and application thereof
申请人:ZHEJIANG UNIVERSITY OF TECHNOLOGY
公开号:US20220227719A1
公开(公告)日:2022-07-21
The present invention discloses a diphenylamine-linked chiral bis(oxazoline) ligand without C
2
-symmetry of formula 3 and its synthesis method and application in an asymmetric catalytic reaction, wherein C
2
-symmetry is lost by introducing different groups into the diphenylamine backbone to realize precise control of “electronic effect” of the ligand backbone. An anthranilic acid derivative and an orthochlorobenzoic acid derivative are used as starting materials to prepare a compound of formula 1, and then the compound of formula 1 is reacted with a chiral amino alcohol compound to prepare a β-bishydroxy amide compound of formula 2, and the compound of formula 2 is further subjected to condensation to obtain the diphenylamine-linked chiral bis(oxazoline) ligand without C
2
-symmetry of formula 3. The present invention also provides an application of a catalyst formed by coordination of the diphenylamine-linked chiral bis(oxazoline) ligand without C
2
-symmetry with copper salt, zinc salt, nickel salt, iron salt or rhodium salt, in an asymmetric catalytic reaction.
US4092426A
申请人:——
公开号:US4092426A
公开(公告)日:1978-05-30
Immobilization of Diphenylamine-Linked Bis(oxazoline) Ligands and Their Application in the Asymmetric Friedel-Crafts Alkylation of Indole Derivatives with Nitroalkenes
作者:Han Liu、Da-Ming Du
DOI:10.1002/ejoc.200901434
日期:2010.4
A diphenylamine-linkedbis(oxazoline) ligand with trans-diphenyl substitution on the oxazoline rings has been immobilized onto one- to three-generation Frechet-type dendrimers and a C 3 -symmetric core structure. The catalytic activities and enantioselectivities of these new ligands were tested in the asymmetricFriedel-Craftsalkylation reactions of indolederivatives with nitroalkenes. The two types