Iron-catalysed asymmetric tandem spiro-cyclization using dioxygen in air as the hydrogen acceptor-Reference-Cited by-同舟云学术

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

Published:2014 Issue:39 Volume:50 Page:5053-5056
ISSN:1359-7345
Container-title:Chem. Commun.
language:en
Short-container-title:Chem. Commun.

Author:

Oguma Takuya¹²³⁴⁵,Katsuki Tsutomu⁵³⁴⁶³

Affiliation:

1. Department of Chemistry

2. Graduate School of Science

3. Kyushu University

4. Fukuoka 812-8581, Japan

5. International Institute for Carbon-Neutral Energy Research (WPI-I2CNER)

6. Institute for Advanced Study

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.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2014/CC/C4CC01555J

Reference48 articles.

1. Spiro Skeletons: A Class of Privileged Structure for Chiral Ligand Design

2. A special issue “Spiro Compounds”, ed. G. L. Plourde, Molecule s, 2008, 13

3. Palladium-catalyzed polyene cyclizations of trienyl triflates

4. Catalytic asymmetric synthesis of quarternary carbon centers. Palladium-catalyzed formation of either enantiomer of spirooxindoles and related spirocyclics using a single enantiomer of a chiral diphosphine ligand

5. Axially Chiral Spirosilanes via Catalytic Asymmetric Intramolecular Hydrosilation

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