Dibenzofuran-4,6-bis(oxazoline) (DBFOX). A novel trans-chelating bis(oxazoline) ligand for asymmetric reactions

被引：19

作者：

Itoh, Kennosuke ^{[1
]}

Sibi, Mukund P. ^{[2
]}

机构：

[1] Kitasato Univ, Sch Pharm, Lab Med Chem, Minato Ku, 5-9-1 Shirokane, Tokyo, Japan

[2] North Dakota State Univ, Dept Chem & Biochem, Fargo, ND 58108 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 31期

基金：

日本学术振兴会;

关键词：

CHIRAL LEWIS-ACID; DIELS-ALDER REACTIONS; BETA-KETO-ESTERS; ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITIONS; MICHAEL ADDITION-REACTIONS; ALPHA-AMINO-ACIDS; NUCLEOPHILE PRECURSORS; NITRILE OXIDE; CATALYTIC ACTIVATION; METAL-COMPLEXES;

D O I：

10.1039/c8ob01010b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The trans-chelating bis(oxazoline) ligand (R, R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline) [(R, R)-DBFOX/Ph] coordinates metal ions to give C-2-symmetric complexes which effectively catalyze a variety of asymmetric reactions. (R, R)-DBFOX/Ph center dot Ni(ClO4)(2)center dot 3H(2)O, whose crystal structure is octahedral with three aqua ligands, can be stored under air for several months without loss of catalytic activity and promotes highly enantioselective reactions even in the presence of excess amounts of water, alcohols, amines, and acids. The complex shows remarkable chiral amplification in asymmetric Diels-Alder (DA) reactions. This review focuses on enantioselective reactions catalyzed by (R, R)-DBFOX/Ph center dot metal complexes.

引用

页码：5551 / 5565

页数：15

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