Microwave-promoted racemization and dynamic kinetic resolution of chiral amines over Pd on alkaline earth supports and lipases
Microwave irradiation was applied in the racemization and dynamic kinetic resolution of primary benzylic an-tines. Racemization reactions catalyzed by 5% Pd/BaSO4 and 5% Pd/CaCO3 were faster and more selective when performed under microwave conditions. The use of microwave irradiation stopped the fo...
Main Authors: | , , , |
---|---|
Format: | Article in Journal/Newspaper |
Language: | English |
Published: |
Academic Press
2008
|
Subjects: | |
Online Access: | https://lirias.kuleuven.be/handle/123456789/207843 http://gateway.isiknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=DOISource&SrcApp=PRODUCT_NAME&KeyAID=10.1016%2Fj.jcat.2008.02.005&DestApp=DOI&SrcAppSID=APP_SID&SrcJTitle=WURS_TITLE |
id |
ftunivleuven:oai:lirias.kuleuven.be:123456789/207843 |
---|---|
record_format |
openpolar |
spelling |
ftunivleuven:oai:lirias.kuleuven.be:123456789/207843 2023-05-15T13:34:13+02:00 Microwave-promoted racemization and dynamic kinetic resolution of chiral amines over Pd on alkaline earth supports and lipases Parvulescu, Andrei N Van der Eycken, Erik Jacobs, Pierre De Vos, Dirk 2008-04 https://lirias.kuleuven.be/handle/123456789/207843 http://gateway.isiknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=DOISource&SrcApp=PRODUCT_NAME&KeyAID=10.1016%2Fj.jcat.2008.02.005&DestApp=DOI&SrcAppSID=APP_SID&SrcJTitle=WURS_TITLE en eng Academic Press Journal of Catalysis vol:255 issue:2 pages:206-212 https://lirias.kuleuven.be/handle/123456789/207843 0021-9517 http://gateway.isiknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=DOISource&SrcApp=PRODUCT_NAME&KeyAID=10.1016%2Fj.jcat.2008.02.005&DestApp=DOI&SrcAppSID=APP_SID&SrcJTitle=WURS_TITLE pd catalyst chiral amines dynamic kinetic resolution kinetic resolution microwave irradiation asymmetric allylic alkylation secondary alcohols catalytic racemization assisted oxidation carbonyl-compounds benzylic alcohols organic-synthesis room-temperature fast chemistry transformations Description (Metadata) only IT article 2008 ftunivleuven 2015-12-22T15:43:22Z Microwave irradiation was applied in the racemization and dynamic kinetic resolution of primary benzylic an-tines. Racemization reactions catalyzed by 5% Pd/BaSO4 and 5% Pd/CaCO3 were faster and more selective when performed under microwave conditions. The use of microwave irradiation stopped the formation of side products, such as secondary amines and ethylbenzene. This was correlated with the selective heating of the metal sites under microwave heating. The influence of the microwave irradiation also was checked in the kinetic resolution; no influence on the activity and enantioselectivity of the immobilized Candida Antarctica Lipase B (Novozym 435) was observed when both conventional and microwave heating were compared. The racemization catalysts were combined in one pot with the biocatalyst Novozym 435 to perform the dynamic kinetic resolution of benzylic amines under microwave irradiation. High yields (up to 88%) of enantiopure amides were obtained in less than 1 h when microwave irradiation was applied. (C) 2008 Elsevier Inc. All rights reserved. status: published Article in Journal/Newspaper Antarc* Antarctica KU Leuven: Lirias |
institution |
Open Polar |
collection |
KU Leuven: Lirias |
op_collection_id |
ftunivleuven |
language |
English |
topic |
pd catalyst chiral amines dynamic kinetic resolution kinetic resolution microwave irradiation asymmetric allylic alkylation secondary alcohols catalytic racemization assisted oxidation carbonyl-compounds benzylic alcohols organic-synthesis room-temperature fast chemistry transformations |
spellingShingle |
pd catalyst chiral amines dynamic kinetic resolution kinetic resolution microwave irradiation asymmetric allylic alkylation secondary alcohols catalytic racemization assisted oxidation carbonyl-compounds benzylic alcohols organic-synthesis room-temperature fast chemistry transformations Parvulescu, Andrei N Van der Eycken, Erik Jacobs, Pierre De Vos, Dirk Microwave-promoted racemization and dynamic kinetic resolution of chiral amines over Pd on alkaline earth supports and lipases |
topic_facet |
pd catalyst chiral amines dynamic kinetic resolution kinetic resolution microwave irradiation asymmetric allylic alkylation secondary alcohols catalytic racemization assisted oxidation carbonyl-compounds benzylic alcohols organic-synthesis room-temperature fast chemistry transformations |
description |
Microwave irradiation was applied in the racemization and dynamic kinetic resolution of primary benzylic an-tines. Racemization reactions catalyzed by 5% Pd/BaSO4 and 5% Pd/CaCO3 were faster and more selective when performed under microwave conditions. The use of microwave irradiation stopped the formation of side products, such as secondary amines and ethylbenzene. This was correlated with the selective heating of the metal sites under microwave heating. The influence of the microwave irradiation also was checked in the kinetic resolution; no influence on the activity and enantioselectivity of the immobilized Candida Antarctica Lipase B (Novozym 435) was observed when both conventional and microwave heating were compared. The racemization catalysts were combined in one pot with the biocatalyst Novozym 435 to perform the dynamic kinetic resolution of benzylic amines under microwave irradiation. High yields (up to 88%) of enantiopure amides were obtained in less than 1 h when microwave irradiation was applied. (C) 2008 Elsevier Inc. All rights reserved. status: published |
format |
Article in Journal/Newspaper |
author |
Parvulescu, Andrei N Van der Eycken, Erik Jacobs, Pierre De Vos, Dirk |
author_facet |
Parvulescu, Andrei N Van der Eycken, Erik Jacobs, Pierre De Vos, Dirk |
author_sort |
Parvulescu, Andrei N |
title |
Microwave-promoted racemization and dynamic kinetic resolution of chiral amines over Pd on alkaline earth supports and lipases |
title_short |
Microwave-promoted racemization and dynamic kinetic resolution of chiral amines over Pd on alkaline earth supports and lipases |
title_full |
Microwave-promoted racemization and dynamic kinetic resolution of chiral amines over Pd on alkaline earth supports and lipases |
title_fullStr |
Microwave-promoted racemization and dynamic kinetic resolution of chiral amines over Pd on alkaline earth supports and lipases |
title_full_unstemmed |
Microwave-promoted racemization and dynamic kinetic resolution of chiral amines over Pd on alkaline earth supports and lipases |
title_sort |
microwave-promoted racemization and dynamic kinetic resolution of chiral amines over pd on alkaline earth supports and lipases |
publisher |
Academic Press |
publishDate |
2008 |
url |
https://lirias.kuleuven.be/handle/123456789/207843 http://gateway.isiknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=DOISource&SrcApp=PRODUCT_NAME&KeyAID=10.1016%2Fj.jcat.2008.02.005&DestApp=DOI&SrcAppSID=APP_SID&SrcJTitle=WURS_TITLE |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_relation |
Journal of Catalysis vol:255 issue:2 pages:206-212 https://lirias.kuleuven.be/handle/123456789/207843 0021-9517 http://gateway.isiknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=DOISource&SrcApp=PRODUCT_NAME&KeyAID=10.1016%2Fj.jcat.2008.02.005&DestApp=DOI&SrcAppSID=APP_SID&SrcJTitle=WURS_TITLE |
_version_ |
1766050380834144256 |