Rh(II)-catalyzed enantioselective synthesis of acuminatin through a C-H insertion reaction of a non-stabilized carbenoid

被引：14

作者：

Lopez-Sanchez, Cristobal ^{[1
]}

Alvarez-Corral, Miriam ^{[1
]}

Jimenez-Gonzalez, Leticia ^{[1
]}

Munoz-Dorado, Manuel ^{[1
]}

Rodriguez-Garcia, Ignacio ^{[1
]}

机构：

[1] Univ Almeria, E-04120 Almeria, Spain

来源：

TETRAHEDRON | 2013年 / 69卷 / 26期

关键词：

Rh(II) catalyst; 1,5 C-H insertion; Chiral phase-transfer catalyst; Cinchonidine quaternary ammonium salt; ASYMMETRIC-SYNTHESIS; FRIES REARRANGEMENT; MACHILUS-THUNBERGII; RHODIUM CARBENOIDS; CINCHONA ALKALOIDS; DIAZO COMPOUND; NEOLIGNANS; INHIBITION; ACTIVATION; LIGNANS;

D O I：

10.1016/j.tet.2013.04.086

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and practical asymmetric synthesis of the 2,3-dihydrobenzo[b]furan neolignan acuminatin was achieved by using trans-isoeugenol as the starting material. The key step is an intramolecular C-H insertion through a non-stabilized carbenoid, prepared by decomposition of a tosylhydrazone in the presence of an anthracenyl-derived cinchonidine quaternary ammonium salt as a chiral phase-transfer catalyst. (C) 2013 Elsevier Ltd. All rights reserved.

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页码：5511 / 5516

页数：6

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