Iron-Catalyzed C-Allylating Partial Dearomatization of Naphthols

被引：7

作者：

Heid, Berenice ^{[1
]}

Plietker, Bernd ^{[1
]}

机构：

[1] Univ Stuttgart, Inst Organ Chem, Pfaffenwaldring 55, D-70569 Stuttgart, Germany

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 03期

关键词：

iron catalysis; allylation; decarboxylation; dearomatization; substitution; rearrangement; ABSOLUTE-CONFIGURATION ASSIGNMENT; ASYMMETRIC DEAROMATIZATION;

D O I：

10.1055/s-0035-1560909

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The iron complex Bu4N[Fe(CO)(3)(NO)](TBA[Fe]) catalyzes the intermolecular allylation of naphthol derivatives to give the corresponding partially dearomatized allylated chromenones in good to excellent yields. The scope and limitations are reported. An efficient decarboxylative intramolecular C- allylation, starting from allyl naphthyl carbonates, was developed. From a mechanistic point of view, the overall process is the result of a fast O- allylation followed by a sigmatropic rearrangement to the desired product.

引用

页码：340 / 350

页数：11

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