Enantioselective Total Synthesis of Natural Isoflavans: Asymmetric Transfer Hydrogenation/Deoxygenation of Isoflavanones with Dynamic Kinetic Resolution

被引:20
作者
Kessberg, Anton [1 ]
Lueken, Tilo [1 ]
Metz, Peter [1 ]
机构
[1] Tech Univ Dresden, Organ Chem 1, Fak Chem & Lebensmittelchem, Bergstr 66, D-01069 Dresden, Germany
关键词
ABNORMAL CLAISEN REARRANGEMENT; TRANSFER HYDROGENATION; SIGMATROPIC REARRANGEMENT; INHIBITORY-ACTIVITY; ERYTHRINA-ZEYHERI; NAEGLERIA-FOWLERI; DRUG TARGETS; PHENYL ETHER; FLAVONOIDS; CANCER;
D O I
10.1021/acs.orglett.8b01034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise and highly enantioselective synthesis of structurally diverse isoflavans from a single chromone is described. The key transformation is a single-step conversion of racemic isoflavanones into virtually enantiopure isoflavans by domino asymmetric transfer hydrogenation/deoxygenation with dynamic kinetic resolution.
引用
收藏
页码:3006 / 3009
页数:4
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