Synthetic studies toward penitrem E: enantiocontrolled construction of B-E rings

被引：8

作者：

Yoshii, Yu ^{[1
]}

Otsu, Takanori ^{[1
]}

Hosokawa, Norihiko ^{[1
]}

Takasu, Kiyosei ^{[1
]}

Okano, Kentaro ^{[1
]}

Tokuyama, Hidetoshi ^{[1
]}

机构：

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

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 06期

关键词：

TREMORGENIC MYCO-TOXINS; SILYL ENOL ETHERS; CLAVICEPS-PASPALI STEVENS; PENICILLIUM-CRUSTOSUM; ABSOLUTE-CONFIGURATION; STRUCTURE ELUCIDATION; A-F; (-)-PASPALINE; BIOSYNTHESIS; CYCLOBUTANES;

D O I：

10.1039/c4cc08505a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantiocontrolled construction of B-E rings of penitrem E was accomplished from 4-iodoindole in 13 steps with an overall yield of 1.7%. Diastereoselective Tf2NH-catalyzed (2+2)-cycloaddition between silyl enol ether and methyl acrylate furnished a tetracyclic product possessing the characteristic cyclobutane ring bearing a hydroxyl group.

引用

页码：1070 / 1073

页数：4

共 4 条

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