The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines

Intramolecular endo-aza-Michael additions are categorised in various ways. Firstly whether they are single or double reactions, secondly whether they are endo- or exo-activated (or both), thirdly whether the Michael acceptor is an alkene or an alkyne, and finally whether the product is a six or a fi...

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Main Authors: Bates, Roderick Wayland, Ko, Weiting, Barát, Viktor
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2020
Subjects:
Online Access:https://hdl.handle.net/10356/141239
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author Bates, Roderick Wayland
Ko, Weiting
Barát, Viktor
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Bates, Roderick Wayland
Ko, Weiting
Barát, Viktor
author_sort Bates, Roderick Wayland
collection NTU
description Intramolecular endo-aza-Michael additions are categorised in various ways. Firstly whether they are single or double reactions, secondly whether they are endo- or exo-activated (or both), thirdly whether the Michael acceptor is an alkene or an alkyne, and finally whether the product is a six or a five membered ring. Reactions in the various categories are illustrated by syntheses of piperidines and pyrrolidines, including a range of natural products. The question of the stereochemical outcome and whether it is understood is discussed.
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spelling ntu-10356/1412392023-02-28T19:44:38Z The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines Bates, Roderick Wayland Ko, Weiting Barát, Viktor School of Physical and Mathematical Sciences Science::Chemistry Aza-Michael Addition Synthesis (Chemical) Intramolecular endo-aza-Michael additions are categorised in various ways. Firstly whether they are single or double reactions, secondly whether they are endo- or exo-activated (or both), thirdly whether the Michael acceptor is an alkene or an alkyne, and finally whether the product is a six or a five membered ring. Reactions in the various categories are illustrated by syntheses of piperidines and pyrrolidines, including a range of natural products. The question of the stereochemical outcome and whether it is understood is discussed. MOE (Min. of Education, S’pore) Accepted version 2020-06-05T04:27:31Z 2020-06-05T04:27:31Z 2020 Journal Article Bates, R. W., Ko, W., & Barát, V. (2020). The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines. Organic & Biomolecular Chemistry, 18(5), 810-829. doi:10.1039/C9OB02388G 1477-0520 https://hdl.handle.net/10356/141239 10.1039/C9OB02388G 5 18 810 829 en Organic & Biomolecular Chemistry © 2020 The Royal Society of Chemistry. All rights reserved. This paper was published in Organic & Biomolecular Chemistry and is made available with permission of The Royal Society of Chemistry. application/pdf
spellingShingle Science::Chemistry
Aza-Michael Addition
Synthesis (Chemical)
Bates, Roderick Wayland
Ko, Weiting
Barát, Viktor
The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines
title The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines
title_full The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines
title_fullStr The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines
title_full_unstemmed The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines
title_short The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines
title_sort endo aza michael addition in the synthesis of piperidines and pyrrolidines
topic Science::Chemistry
Aza-Michael Addition
Synthesis (Chemical)
url https://hdl.handle.net/10356/141239
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