以空气中的氧气作为氢受体的铁催化不对称串联螺环化反应。

Iron-catalysed asymmetric tandem spiro-cyclization using dioxygen in air as the hydrogen acceptor.

作者信息

Oguma Takuya, Katsuki Tsutomu

机构信息

Department of Chemistry, Graduate School of Science, Kyushu University, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan.

出版信息

Chem Commun (Camb). 2014 May 21;50(39):5053-6. doi: 10.1039/c4cc01555j. Epub 2014 Apr 9.

DOI:10.1039/c4cc01555j

PMID:24715032

Abstract

A tandem combination of ortho-quinone methide (o-QM) formation/Michael addition/asymmetric dearomatization, which is catalysed by an iron-salan complex in air with high enantioselectivity, provides an efficient method for spirocyclic (2H)-dihydrobenzofuran synthesis from 2-naphthols and phenols. The key to the success of the tandem synthesis is the development of aerobic oxidative o-QM formation.

摘要

在空气中，由铁-萨伦配合物催化的邻醌甲基化物（o-QM）形成/迈克尔加成/不对称去芳构化的串联组合，以高对映选择性提供了一种从2-萘酚和苯酚合成螺环（2H）-二氢苯并呋喃的有效方法。串联合成成功的关键在于有氧氧化o-QM形成的发展。