Synthesis of azimic acid using hydroformylation

Synthesis of azimic acid using hydroformylation

A synthesis of the alkaloid azimic acid has been achieved using double hydroformylation with a single tandem condensation to form the six membered ring. The oxygen substituent was introduced by diastereoselective dihydroxylation, cis to the existing alkyl substituent. The methyl substituent was intr...

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Main Authors: Bates, Roderick Wayland, Kasinathan, Sivarajan
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Subjects:
Science::Chemistry
Piperidine
Alkaloid
Online Access:https://hdl.handle.net/10356/99815
http://hdl.handle.net/10220/17781
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-998152020-06-05T06:13:12Z Synthesis of azimic acid using hydroformylation Bates, Roderick Wayland Kasinathan, Sivarajan School of Physical and Mathematical Sciences Science::Chemistry Piperidine Alkaloid A synthesis of the alkaloid azimic acid has been achieved using double hydroformylation with a single tandem condensation to form the six membered ring. The oxygen substituent was introduced by diastereoselective dihydroxylation, cis to the existing alkyl substituent. The methyl substituent was introduced via an iminium ion intermediate under stereoelectronic control. MOE (Min. of Education, S’pore) 2013-11-19T04:54:48Z 2019-12-06T20:11:55Z 2013-11-19T04:54:48Z 2019-12-06T20:11:55Z 2013 2013 Journal Article Bates, R. W., & Kasinathan, S. (2013). Synthesis of azimic acid using hydroformylation. Tetrahedron, 69(14), 3088-3092. 0040-4020 https://hdl.handle.net/10356/99815 http://hdl.handle.net/10220/17781 10.1016/j.tet.2013.01.060 en Tetrahedron Tetrahedron © 2013 Elsevier Ltd. All rights reserved.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic Science::Chemistry
Piperidine
Alkaloid
spellingShingle Science::Chemistry
Piperidine
Alkaloid
Bates, Roderick Wayland
Kasinathan, Sivarajan
Synthesis of azimic acid using hydroformylation
description A synthesis of the alkaloid azimic acid has been achieved using double hydroformylation with a single tandem condensation to form the six membered ring. The oxygen substituent was introduced by diastereoselective dihydroxylation, cis to the existing alkyl substituent. The methyl substituent was introduced via an iminium ion intermediate under stereoelectronic control.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Bates, Roderick Wayland
Kasinathan, Sivarajan
format Article
author Bates, Roderick Wayland
Kasinathan, Sivarajan
author_sort Bates, Roderick Wayland
title Synthesis of azimic acid using hydroformylation
title_short Synthesis of azimic acid using hydroformylation
title_full Synthesis of azimic acid using hydroformylation
title_fullStr Synthesis of azimic acid using hydroformylation
title_full_unstemmed Synthesis of azimic acid using hydroformylation
title_sort synthesis of azimic acid using hydroformylation
publishDate 2013
url https://hdl.handle.net/10356/99815
http://hdl.handle.net/10220/17781
_version_ 1681058557120741376

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