Radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes

Metal-free synthesis: Diamination of alkenes by using phenylhydrazine and azodicarboxylates could be achieved in a one-pot manner under very mild conditions (see scheme; Boc=tert-butoxycarbonyl). This process works with the assistance of acetic acid by means of a radical mechanism and displays a hig...

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Main Authors: Zhu, Ming-Kui, Chen, Yu-Chen, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
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Online Access:https://hdl.handle.net/10356/102582
http://hdl.handle.net/10220/19226
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1025822020-03-07T12:34:52Z Radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes Zhu, Ming-Kui Chen, Yu-Chen Loh, Teck-Peng School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry Metal-free synthesis: Diamination of alkenes by using phenylhydrazine and azodicarboxylates could be achieved in a one-pot manner under very mild conditions (see scheme; Boc=tert-butoxycarbonyl). This process works with the assistance of acetic acid by means of a radical mechanism and displays a high trans selectivity when cycloalkene substrates were used in the reaction. 2014-04-10T05:40:24Z 2019-12-06T20:57:10Z 2014-04-10T05:40:24Z 2019-12-06T20:57:10Z 2013 2013 Journal Article Zhu, M.-K., Chen, Y.-C., & Loh, T.-P. (2013). Radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes. Chemistry - A European Journal, 19(17), 5250-5254. 0947-6539 https://hdl.handle.net/10356/102582 http://hdl.handle.net/10220/19226 10.1002/chem.201203832 en Chemistry - a European journal © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry
spellingShingle DRNTU::Science::Chemistry::Organic chemistry
Zhu, Ming-Kui
Chen, Yu-Chen
Loh, Teck-Peng
Radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes
description Metal-free synthesis: Diamination of alkenes by using phenylhydrazine and azodicarboxylates could be achieved in a one-pot manner under very mild conditions (see scheme; Boc=tert-butoxycarbonyl). This process works with the assistance of acetic acid by means of a radical mechanism and displays a high trans selectivity when cycloalkene substrates were used in the reaction.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Zhu, Ming-Kui
Chen, Yu-Chen
Loh, Teck-Peng
format Article
author Zhu, Ming-Kui
Chen, Yu-Chen
Loh, Teck-Peng
author_sort Zhu, Ming-Kui
title Radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes
title_short Radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes
title_full Radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes
title_fullStr Radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes
title_full_unstemmed Radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes
title_sort radical-mediated diamination of alkenes with phenylhydrazine and azodicarboxylates : highly diastereoselective synthesis of trans-diamines from cycloalkenes
publishDate 2014
url https://hdl.handle.net/10356/102582
http://hdl.handle.net/10220/19226
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