Total syntheses of three natural products, vignafuran, 2-(4-hydroxy-2-methoxyphenyl)-6-methoxybenzofuran-3-carboxylic acid methyl ester, and coumestrol from a common starting material

被引：87

作者：

Hiroya, K ^{[1
]}

Suzuki, N ^{[1
]}

Yasuhara, A ^{[1
]}

Egawa, Y ^{[1
]}

Kasano, A ^{[1
]}

Sakamoto, T ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 24期

关键词：

D O I：

10.1039/b006623k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vignafuran 2, 2-(4-hydroxy-2-methoxyphenyl)-6-methoxybenzofuran-3-carboxylic acid methyl ester 3, and coumestrol 4 were efficiently synthesized from the same starting material, 4-bromoresorcinol 14a, through the common intermediate, diarylacetylene 7. The key steps of these syntheses were the tetrabutylammonium fluoride (TBAF)-catalyzed benzo[b]furan ring formation for 2 and the carbonylative ring closure methodology catalyzed by a Pd complex for 3 and 4.

引用

页码：4339 / 4346

页数：8

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