Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-lkariya Ru(II) Complexes: One-Pot Reduction of C=C and C=O bonds

被引：30

作者：

Caleffi, Guilherme S. ^{[1
]}

Brum, Juliana de O. C. ^{[1
,2
]}

Costa, Angela T. ^{[1
]}

Domingos, Jorge L. O. ^{[3
]}

Costa, Paulo R. R. ^{[1
]}

机构：

[1] Univ Fed Rio de Janeiro, Inst Pesquisas Prod Nat, Lab Quim Bioorgan, BR-21941902 Rio De Janeiro, Brazil

[2] Inst Mil Engn, BR-22290270 Rio De Janeiro, Brazil

[3] Univ Estado Rio de Janeiro, Inst Quim, Dept Quim Organ, BR-20550900 Rio De Janeiro, Brazil

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 06期

关键词：

D O I：

10.1021/acs.joc.0c02981

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Arylidenechroman-4-ones and 2-arylidene-1-tetralones are hydrogenated to cis-benzylic alcohols in dr's and er's up to 99:1 via a C=C and C=O one-pot reduction in the presence of 2-5 mol % Noyori-Ikariya-type Ru-II chiral complexes and HCO2Na as a hydrogen source under asymmetric transfer hydrogenation-dynamic kinetic resolution (ATH-DKR) conditions. The oxidation of theses substrates resulted in the enantioselective synthesis of the natural homoisoflavanone dihydrobonducellin and its carba-analogues.

引用

页码：4849 / 4858

页数：10

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