Stereoselective Rh-Catalyzed Hydrogenative Desymmetrization of Achiral Substituted 1,4-Dienes

被引：10

作者：

Fernandez-Perez, Hector ^{[1
,3
]}

Lao, Joan R. ^{[1
,3
]}

Vidal-Ferran, Anton ^{[1
,2
,3
]}

机构：

[1] Inst Chem Res Catalonia ICIQ, Av Paisos Catalans 16, Tarragona 43007, Spain

[2] Catalan Inst Res & Adv Studies ICREA, P Lluis Co 23, Barcelona 08010, Spain

[3] Barcelona Inst Sci & Technol, Av Paisos Catalans 16, Tarragona 43007, Spain

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 12期

关键词：

P-OP LIGANDS; PHOSPHINE-PHOSPHITE LIGANDS; ASYMMETRIC HYDROGENATION; KETONES; REAGENTS; COMPLEXES; HYDROFORMYLATIONS; DESYMMETRISATION; HYDROCYANATION; PERFORMANCE;

D O I：

10.1021/acs.orglett.6b01088

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly efficient catalytic stereoselective hydrogenative desymmetrization reactions mediated by rhodium complexes derived from enantiopure phosphine-phosphite (P-OP) ligands are described. The highest performing ligand, which contains a TADDOL-derived phosphite fragment [TADDOL = (2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis-(diphenylmethanol)], presented excellent catalytic properties for the desymmetrization of a set of achiral 1,4-dienes, providing access to the selective formation of a variety of enantioenriched secondary and tertiary alcohols (six examples, up to 92% ee).

引用

页码：2836 / 2839

页数：4

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