Enantioselective Synthesis of α-Acetal-β'-Amino Ketone Derivatives by Rhodium-Catalyzed Asymmetric Hydrogenation

被引：17

作者：

Llopis, Quentin ^{[1
,2
]}

Guillamot, Gerard ^{[2
]}

Phansavath, Phannarath ^{[1
]}

Ratovelomanana-Vidal, Virginie ^{[1
]}

机构：

[1] PSL Res Univ, Chim ParisTech CNRS, Inst Rech Chim Paris, 11 Rue Pierre & Marie Curie, F-75005 Paris, France

[2] PCAS, 2-8 Rue Rouen, F-78440 Zi De Limay Porcheville, Porcheville, France

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 23期

关键词：

HYPERKINETIC MOVEMENT-DISORDERS; DYNAMIC KINETIC RESOLUTION; ARYL-HYDROCARBON RECEPTOR; STEREOSELECTIVE-SYNTHESIS; TRIFLUOROMETHANESULFONIC ACID; 1,3-AMINO ALCOHOLS; CARBONYL-COMPOUNDS; LIGAND; TETRABENAZINE; KETOENAMIDES;

D O I：

10.1021/acs.orglett.7b03332

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A range of beta-keto-gamma-acetal enamides has been synthesized and transformed into the corresponding enantioenriched alpha-acetal-beta'-amino ketones with enantioinductions of up to 99% by using rhodium/QuinoxP*-catalyzed enantioselective hydrogenation under mild conditions. This method also proved to be highly chemoselective toward the reduction of the C-C double bond.

引用

页码：6428 / 6431

页数：4

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