Synthesis of New Di- and Triamides as Potential Organocatalysts for Asymmetric Aldol Reaction in Water

New di- or triamide organocatalysts derived from (L)-proline were synthesized and successfully used in the direct asymmetric aldol reaction of aliphatic ketones and aromatic aldehydes in water at 0oC in the presence of benzoic acid as co-catalyst. (S)-methyl-2-((S)-3-hydroxy-2-((S)-3-pyrrolidine-2-c...

Full description

Bibliographic Details
Main Authors:	Elif Keskin, Cigdem Yolacan, Feray Aydogan
Format:	Article
Language:	English
Published:	Slovenian Chemical Society 2020-12-01
Series:	Acta Chimica Slovenica
Subjects:	aldol reaction organocatalysis asymmetric synthesis prolinamide
Online Access:	https://journals.matheo.si/index.php/ACSi/article/view/4748

id	doaj-85ff6b876d434742823420a66880eb12
record_format	Article
spelling	doaj-85ff6b876d434742823420a66880eb122020-12-18T11:24:23ZengSlovenian Chemical SocietyActa Chimica Slovenica1318-02071580-31552020-12-016741014102310.17344/acsi.2018.4748914Synthesis of New Di- and Triamides as Potential Organocatalysts for Asymmetric Aldol Reaction in WaterElif Keskin0Cigdem Yolacan1Feray Aydogan2Yildiz Technical UniversityYildiz Technical UniversityYildiz Technical UniversityNew di- or triamide organocatalysts derived from (L)-proline were synthesized and successfully used in the direct asymmetric aldol reaction of aliphatic ketones and aromatic aldehydes in water at 0oC in the presence of benzoic acid as co-catalyst. (S)-methyl-2-((S)-3-hydroxy-2-((S)-3-pyrrolidine-2-carboxamido)propanamido)-3-phenylpropanoate (7c) as organocatalyst showed best results under these reaction conditions, and good diastereoselectivities (up to 99%), enantioselectivities (up to 98%) and yields (up to 91%) were observed.https://journals.matheo.si/index.php/ACSi/article/view/4748aldol reactionorganocatalysisasymmetric synthesisprolinamide
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Elif Keskin Cigdem Yolacan Feray Aydogan
spellingShingle	Elif Keskin Cigdem Yolacan Feray Aydogan Synthesis of New Di- and Triamides as Potential Organocatalysts for Asymmetric Aldol Reaction in Water Acta Chimica Slovenica aldol reaction organocatalysis asymmetric synthesis prolinamide
author_facet	Elif Keskin Cigdem Yolacan Feray Aydogan
author_sort	Elif Keskin
title	Synthesis of New Di- and Triamides as Potential Organocatalysts for Asymmetric Aldol Reaction in Water
title_short	Synthesis of New Di- and Triamides as Potential Organocatalysts for Asymmetric Aldol Reaction in Water
title_full	Synthesis of New Di- and Triamides as Potential Organocatalysts for Asymmetric Aldol Reaction in Water
title_fullStr	Synthesis of New Di- and Triamides as Potential Organocatalysts for Asymmetric Aldol Reaction in Water
title_full_unstemmed	Synthesis of New Di- and Triamides as Potential Organocatalysts for Asymmetric Aldol Reaction in Water
title_sort	synthesis of new di- and triamides as potential organocatalysts for asymmetric aldol reaction in water
publisher	Slovenian Chemical Society
series	Acta Chimica Slovenica
issn	1318-0207 1580-3155
publishDate	2020-12-01
description	New di- or triamide organocatalysts derived from (L)-proline were synthesized and successfully used in the direct asymmetric aldol reaction of aliphatic ketones and aromatic aldehydes in water at 0oC in the presence of benzoic acid as co-catalyst. (S)-methyl-2-((S)-3-hydroxy-2-((S)-3-pyrrolidine-2-carboxamido)propanamido)-3-phenylpropanoate (7c) as organocatalyst showed best results under these reaction conditions, and good diastereoselectivities (up to 99%), enantioselectivities (up to 98%) and yields (up to 91%) were observed.
topic	aldol reaction organocatalysis asymmetric synthesis prolinamide
url	https://journals.matheo.si/index.php/ACSi/article/view/4748
work_keys_str_mv	AT elifkeskin synthesisofnewdiandtriamidesaspotentialorganocatalystsforasymmetricaldolreactioninwater AT cigdemyolacan synthesisofnewdiandtriamidesaspotentialorganocatalystsforasymmetricaldolreactioninwater AT ferayaydogan synthesisofnewdiandtriamidesaspotentialorganocatalystsforasymmetricaldolreactioninwater
_version_	1724378454402531328

Synthesis of New Di- and Triamides as Potential Organocatalysts for Asymmetric Aldol Reaction in Water

Similar Items