A Mn(OAc)3-Triggered Formation of Cyclopropanes from Ugi Adducts-Reference-Cited by-同舟云学术

A Mn(OAc)3-Triggered Formation of Cyclopropanes from Ugi Adducts

Published:2023-01-02 Issue:13 Volume:34 Page:1581-1586
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

El Kaïm Laurent¹^ORCID,Cheibas Cristina¹,Vieu Emilie¹,Casaretto Nicolas²,Vitale Maxime³,Grimaud Laurence³

Affiliation:

1. Laboratoire de Synthèse Organique (LSO -UMR 76523) CNRS, Ecole Polytechnique, ENSTA-Paris, Institut Polytechnique de Paris

2. Laboratoire de Chimie Moléculaire (LCM -UMR 9168) CNRS, Ecole Polytechnique, Institut Polytechnique de Paris

3. Laboratoire des Biomolécules LBM, Département de Chimie, École Normale Supérieure, PSL University, Sorbonne Université, CNRS

Abstract

AbstractUgi adducts involving malonic acid monoesters and dialkoxy-substituted aromatic aldehydes can undergo an oxidative dearomatization when treated with Mn(OAc)3 leading to the formation of fused cyclopropanes as observed in the Buchner reaction of diazo compounds.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-2005-5220.pdf

Reference24 articles.

1. Ueber die Einwirkung von Diazoessigäther auf aromatische Kohlenwasserstoffe

2. Ueber Pseudophenylessigsäure

3. The Norcaradiene Problem

4. The norcaradiene–cycloheptatriene equilibrium

5. Buchner and Beyond: Arene Cyclopropanation as Applied to Natural Product Total Synthesis

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