Biomimetic Synthesis of (±)-Merochlorin B

被引：35

作者：

Meier, Robin

Strych, Sebastian

Trauner, Dirk ^{[1
]}

机构：

[1] Univ Munich LMU, Dept Chem, D-81377 Munich, Germany

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 10期

关键词：

MYCOLOGICAL CHEMISTRY; NATURAL-PRODUCTS; METALATION; PHENOLS; CYCLOADDITION; DERIVATIVES; OXIDATION; ACID; DEAROMATIZATION; STRATEGIES;

D O I：

10.1021/ol500800z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short total synthesis, guided by biosynthetic considerations, of racemic merochlorin B is presented. The formation of its isomer, merochlorin A, was not observed under the conditions. Key steps include a directed ortho-metalation (DoM), a selective demethylation, an ortho-allylation, and an oxidative [3 + 2] -cycloaddition mediated by an iodine(III) reagent.

引用

页码：2634 / 2637

页数：4

共 54 条

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