Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst

The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were general...

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Main Authors:	Saet Byeol Woo, Hyun Joo Lee, Dae Young Kim
Format:	Article
Language:	English
Published:	MDPI AG 2012-06-01
Series:	Molecules
Subjects:	oxindole methyl vinyl ketone conjugate addition bifunctional organocatalysis asymmetric catalysis
Online Access:	http://www.mdpi.com/1420-3049/17/6/7523

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spelling	doaj-3dfc56538443476a8064aec543fcb43b2020-11-24T23:13:28ZengMDPI AGMolecules1420-30492012-06-011767523753210.3390/molecules17067523Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional OrganocatalystSaet Byeol WooHyun Joo LeeDae Young KimThe enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 91% <em>ee</em>).http://www.mdpi.com/1420-3049/17/6/7523oxindolemethyl vinyl ketoneconjugate additionbifunctional organocatalysisasymmetric catalysis
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Saet Byeol Woo Hyun Joo Lee Dae Young Kim
spellingShingle	Saet Byeol Woo Hyun Joo Lee Dae Young Kim Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst Molecules oxindole methyl vinyl ketone conjugate addition bifunctional organocatalysis asymmetric catalysis
author_facet	Saet Byeol Woo Hyun Joo Lee Dae Young Kim
author_sort	Saet Byeol Woo
title	Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_short	Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_full	Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_fullStr	Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_full_unstemmed	Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst
title_sort	enantioselective michael addition of 3-aryl-substituted oxindoles to methyl vinyl ketone catalyzed by a binaphthyl-modified bifunctional organocatalyst
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2012-06-01
description	The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 91% <em>ee</em>).
topic	oxindole methyl vinyl ketone conjugate addition bifunctional organocatalysis asymmetric catalysis
url	http://www.mdpi.com/1420-3049/17/6/7523
work_keys_str_mv	AT saetbyeolwoo enantioselectivemichaeladditionof3arylsubstitutedoxindolestomethylvinylketonecatalyzedbyabinaphthylmodifiedbifunctionalorganocatalyst AT hyunjoolee enantioselectivemichaeladditionof3arylsubstitutedoxindolestomethylvinylketonecatalyzedbyabinaphthylmodifiedbifunctionalorganocatalyst AT daeyoungkim enantioselectivemichaeladditionof3arylsubstitutedoxindolestomethylvinylketonecatalyzedbyabinaphthylmodifiedbifunctionalorganocatalyst
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Enantioselective Michael Addition of 3-Aryl-Substituted Oxindoles to Methyl Vinyl Ketone Catalyzed by a Binaphthyl-Modified Bifunctional Organocatalyst

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