An Expeditious Route to 1α,25-Dihydroxyvitamin D3 and Its Analogues by an Aqueous Tandem Palladium-Catalyzed A-Ring Closure and Suzuki Coupling to the C/D Unit

被引：37

作者：

Gogoi, Pranjal ^{[1
,2
]}

Sigueiro, Rita ^{[1
,2
]}

Eduardo, Silvina ^{[1
,2
]}

Mourino, Antonio ^{[1
,2
]}

机构：

[1] Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain

[2] CSIC, Unidad Asociada, Santiago De Compostela 15782, Spain

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 05期

关键词：

homogeneous catalysis; natural products; palladium; synthesis design; vitamins; VITAMIN-D-RECEPTOR; WORKSHOP;

D O I：

10.1002/chem.200902972

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chemical equation presented Daily vitamins: A mild, general, and highly stereoselective Pd0-catalyzed cascade to the triene system of the hoi mone 1α,25-dihydroxyvitamin D3 and six representative analogues is reported. The intramolecular cyclization of an enol-triflate (lower fragment) followed in situ by Suzuki Miyaura coupling with an alkenyl boronic ester (upper fragment, also efficiently prepared by Pd0-catalyzed coupling) in equimolar amounts under protic conditions is ideal for the preparation of small amounts of new vitamin D analogues for biological testing (see scheme). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1432 / 1435

页数：4

共 28 条

[1] STEREOCONTROLLED TOTAL SYNTHESIS OF "1-ALPHA,25-DIHYDROXYCHOLECALCIFEROL AND 1-ALPHA,25-DIHYDROXYERGOCALCIFEROL [J].