Synthesis of Kurasoin B Using Phase-Transfer-Catalyzed Acylimidazole Alkylation

被引：19

作者：

Christiansen, Michael A. ^{[1
]}

Butler, Aaron W. ^{[1
]}

Hill, Amanda R. ^{[1
]}

Andrus, Merritt B. ^{[1
]}

机构：

[1] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA

来源：

SYNLETT | 2009年 / 04期

关键词：

alkylations; asymmetric catalysis; asymmetric synthesis; natural products; total synthesis; PROTEIN FARNESYLTRANSFERASE INHIBITORS; PAECILOMYCES SP FO-3684; STEREOSELECTIVE-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; ABSOLUTE STRUCTURES; DERIVATIVES; ACIDS;

D O I：

10.1055/s-0028-1087809

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The hydroxy ketone natural product kurasoin B is synthesized using a phase-transfer-catalyzed alkylation reaction with benzyloxyacetyl imidazole. A biscinchonidinium dimethylnaphthalene catalyst allowed for high yield and near complete selectivity (99% ee) for the S-product using 3-methylbromoindole as the electrophile.

引用

页码：653 / 657

页数：5

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