Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow‐Generated Diazo Compounds and Propargylated Amines
Published version
Peer-reviewed
Repository URI
Repository DOI
Change log
Authors
Poh, Jian‐Siang https://orcid.org/0000-0002-6173-8290
Makai, Szabolcs
von Keutz, Timo
Tran, Duc N https://orcid.org/0000-0001-7864-2730
Battilocchio, Claudio 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
1521-3757
Volume Title
129
Publisher
Wiley
Publisher DOI
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)
Engineering and Physical Sciences Research Council (EP/K039520/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)