Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides

1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione is an intermediate product produced in the synthesis towards the natural bioactive compound, zopfiellamide A. This compound was synthesized via four main steps including dimethylations, addition with CuBr2, cyclization with benzylamine and react...

Full description

Bibliographic Details
Main Authors:	Jumali, Nor Saliyana, Shaameri, Zurina, Mohamad, Hafsah, Hamzah, Ahmad Sazali
Format:	Article
Language:	English English
Published:	Universiti Kebangsaan Malaysia (UKM) 2017
Subjects:	QD Chemistry
Online Access:	http://irep.iium.edu.my/60337/ http://irep.iium.edu.my/60337/1/NorSaliyana_21_5_22-2.pdf http://irep.iium.edu.my/60337/3/60337_Stereoselective%20reduction_scopus.pdf

id	iium-60337
recordtype	eprints
spelling	iium-603372017-12-26T03:08:28Z http://irep.iium.edu.my/60337/ Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides Jumali, Nor Saliyana Shaameri, Zurina Mohamad, Hafsah Hamzah, Ahmad Sazali QD Chemistry 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione is an intermediate product produced in the synthesis towards the natural bioactive compound, zopfiellamide A. This compound was synthesized via four main steps including dimethylations, addition with CuBr2, cyclization with benzylamine and reaction with formaldehyde. The corresponding intermediate was an α,ß-unsaturated ketone having exo-alkene group, and it was subjected to reduction using sodium borohydride and selected metal chlorides. In this study, the effect and the hydride transfer mechanism of sodium borohydride-metal chlorides system in the reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione was investigated based on the stereochemical outcome of the product. Keywords: stereoselective, reduction, metal borohydride, exo-alkene Universiti Kebangsaan Malaysia (UKM) 2017-10 Article PeerReviewed application/pdf en http://irep.iium.edu.my/60337/1/NorSaliyana_21_5_22-2.pdf application/pdf en http://irep.iium.edu.my/60337/3/60337_Stereoselective%20reduction_scopus.pdf Jumali, Nor Saliyana and Shaameri, Zurina and Mohamad, Hafsah and Hamzah, Ahmad Sazali (2017) Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides. Malaysian Journal of Analytical Sciences, 21 (5). pp. 1176-1182. ISSN 1394-2506
repository_type	Digital Repository
institution_category	Local University
institution	International Islamic University Malaysia
building	IIUM Repository
collection	Online Access
language	English English
topic	QD Chemistry
spellingShingle	QD Chemistry Jumali, Nor Saliyana Shaameri, Zurina Mohamad, Hafsah Hamzah, Ahmad Sazali Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides
description	1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione is an intermediate product produced in the synthesis towards the natural bioactive compound, zopfiellamide A. This compound was synthesized via four main steps including dimethylations, addition with CuBr2, cyclization with benzylamine and reaction with formaldehyde. The corresponding intermediate was an α,ß-unsaturated ketone having exo-alkene group, and it was subjected to reduction using sodium borohydride and selected metal chlorides. In this study, the effect and the hydride transfer mechanism of sodium borohydride-metal chlorides system in the reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione was investigated based on the stereochemical outcome of the product. Keywords: stereoselective, reduction, metal borohydride, exo-alkene
format	Article
author	Jumali, Nor Saliyana Shaameri, Zurina Mohamad, Hafsah Hamzah, Ahmad Sazali
author_facet	Jumali, Nor Saliyana Shaameri, Zurina Mohamad, Hafsah Hamzah, Ahmad Sazali
author_sort	Jumali, Nor Saliyana
title	Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides
title_short	Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides
title_full	Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides
title_fullStr	Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides
title_full_unstemmed	Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides
title_sort	stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides
publisher	Universiti Kebangsaan Malaysia (UKM)
publishDate	2017
url	http://irep.iium.edu.my/60337/ http://irep.iium.edu.my/60337/1/NorSaliyana_21_5_22-2.pdf http://irep.iium.edu.my/60337/3/60337_Stereoselective%20reduction_scopus.pdf
first_indexed	2023-09-18T21:25:31Z
last_indexed	2023-09-18T21:25:31Z
_version_	1777412165584551936

Stereoselective reduction of 1-benzyl-3,3-dimethyl-5-methylenepyrrolidine-2,4-dione using sodium borohydride with selected metal chlorides

Similar Items