New Trends in Enantioselective Cross-Dehydrogenative Coupling

The development of cross-dehydrogenative coupling in recent years has simplified the synthesis of many materials, as a result of facile C–H activation, which, together with its greater atom economy and environmental friendliness, has made an impact on modern organic chemistry. Indeed, many C–C and C...

Full description

Bibliographic Details
Main Authors: Ana Maria Faisca Phillips, Maria de Fátima C. Guedes da Silva, Armando J. L. Pombeiro
Format: Article
Language:English
Published: MDPI AG 2020-05-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/10/5/529
id doaj-d331d68c442b4fb9ae1e71db8e69fa6e
record_format Article
spelling doaj-d331d68c442b4fb9ae1e71db8e69fa6e2020-11-25T02:01:44ZengMDPI AGCatalysts2073-43442020-05-011052952910.3390/catal10050529New Trends in Enantioselective Cross-Dehydrogenative CouplingAna Maria Faisca Phillips0Maria de Fátima C. Guedes da Silva1Armando J. L. Pombeiro2Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049−001 Lisbon, PortugalCentro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049−001 Lisbon, PortugalCentro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049−001 Lisbon, PortugalThe development of cross-dehydrogenative coupling in recent years has simplified the synthesis of many materials, as a result of facile C–H activation, which, together with its greater atom economy and environmental friendliness, has made an impact on modern organic chemistry. Indeed, many C–C and C–X (X = N, O, P, S, B, or Si) coupling reactions can now be performed directly between two C–H bonds or a C–H and an X–H bond, simply by adding catalytic amounts of a metal salt to a mixture of the two and an oxidant to accept the two hydrogen atoms released. Chiral organocatalysts or chiral ligands have been joined to promote enantioselective processes, resulting in the development of efficient reaction cascades that provide products in high yields and high levels of asymmetric induction through cooperative catalysis. In recent years, photochemical oxidation and electrochemistry have widened even more the scope of cross-dehydrogenative coupling (CDC). In this review, we summarized the recent literature in this subject, hoping that it will inspire many new synthetic strategies.https://www.mdpi.com/2073-4344/10/5/529oxidative couplingC–H functionalizationaminesethersbinaphthylsorganocatalysis
collection DOAJ
language English
format Article
sources DOAJ
author Ana Maria Faisca Phillips
Maria de Fátima C. Guedes da Silva
Armando J. L. Pombeiro
spellingShingle Ana Maria Faisca Phillips
Maria de Fátima C. Guedes da Silva
Armando J. L. Pombeiro
New Trends in Enantioselective Cross-Dehydrogenative Coupling
Catalysts
oxidative coupling
C–H functionalization
amines
ethers
binaphthyls
organocatalysis
author_facet Ana Maria Faisca Phillips
Maria de Fátima C. Guedes da Silva
Armando J. L. Pombeiro
author_sort Ana Maria Faisca Phillips
title New Trends in Enantioselective Cross-Dehydrogenative Coupling
title_short New Trends in Enantioselective Cross-Dehydrogenative Coupling
title_full New Trends in Enantioselective Cross-Dehydrogenative Coupling
title_fullStr New Trends in Enantioselective Cross-Dehydrogenative Coupling
title_full_unstemmed New Trends in Enantioselective Cross-Dehydrogenative Coupling
title_sort new trends in enantioselective cross-dehydrogenative coupling
publisher MDPI AG
series Catalysts
issn 2073-4344
publishDate 2020-05-01
description The development of cross-dehydrogenative coupling in recent years has simplified the synthesis of many materials, as a result of facile C–H activation, which, together with its greater atom economy and environmental friendliness, has made an impact on modern organic chemistry. Indeed, many C–C and C–X (X = N, O, P, S, B, or Si) coupling reactions can now be performed directly between two C–H bonds or a C–H and an X–H bond, simply by adding catalytic amounts of a metal salt to a mixture of the two and an oxidant to accept the two hydrogen atoms released. Chiral organocatalysts or chiral ligands have been joined to promote enantioselective processes, resulting in the development of efficient reaction cascades that provide products in high yields and high levels of asymmetric induction through cooperative catalysis. In recent years, photochemical oxidation and electrochemistry have widened even more the scope of cross-dehydrogenative coupling (CDC). In this review, we summarized the recent literature in this subject, hoping that it will inspire many new synthetic strategies.
topic oxidative coupling
C–H functionalization
amines
ethers
binaphthyls
organocatalysis
url https://www.mdpi.com/2073-4344/10/5/529
work_keys_str_mv AT anamariafaiscaphillips newtrendsinenantioselectivecrossdehydrogenativecoupling
AT mariadefatimacguedesdasilva newtrendsinenantioselectivecrossdehydrogenativecoupling
AT armandojlpombeiro newtrendsinenantioselectivecrossdehydrogenativecoupling
_version_ 1724956066949627904