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Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow‐Generated Diazo Compounds and Propargylated Amines

Published version
Peer-reviewed

Type

Article

Change log

Authors

Makai, Szabolcs 
von Keutz, Timo 
Battilocchio, Claudio  ORCID logo  https://orcid.org/0000-0002-4601-8527

Abstract

jats:titleAbstract</jats:title>jats:pWe report herein the asymmetric coupling of flow‐generated unstabilized diazo compounds and propargylated amine derivatives, using a new pyridinebis(imidazoline) ligand, a copper catalyst and base. The reaction proceeds rapidly, generating chiral allenes in 10–20 minutes with high enantioselectivity (89–98 % de/ee), moderate yields and a wide functional group tolerance.</jats:p>

Description

Keywords

3405 Organic Chemistry, 34 Chemical Sciences

Journal Title

Angewandte Chemie

Conference Name

Journal ISSN

0044-8249
1521-3757

Volume Title

129

Publisher

Wiley
Sponsorship
Engineering and Physical Sciences Research Council (EP/K009494/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)