Organocatalytic Enantioselective Vinylogous Henry Reaction of 3,5-Dimethyl-4-nitroisoxazole with Trifluoromethyl Ketones

Jafari, Ehsan; Kundu, Dipti S.; Chauhan, Pankaj; Gajulapalli, V. Pratap Reddy; von Essen, Carolina; Rissanen, Kari; Enders, Dieter

doi:10.1055/s-0036-1590928

dc.contributor.author	Jafari, Ehsan
dc.contributor.author	Kundu, Dipti S.
dc.contributor.author	Chauhan, Pankaj
dc.contributor.author	Gajulapalli, V. Pratap Reddy
dc.contributor.author	von Essen, Carolina
dc.contributor.author	Rissanen, Kari
dc.contributor.author	Enders, Dieter
dc.date.accessioned	2018-06-04T08:26:02Z
dc.date.available	2018-09-04T21:35:30Z
dc.date.issued	2018
dc.identifier.citation	Jafari, E., Kundu, D. S., Chauhan, P., Gajulapalli, V. P. R., von Essen, C., Rissanen, K., & Enders, D. (2018). Organocatalytic Enantioselective Vinylogous Henry Reaction of 3,5-Dimethyl-4-nitroisoxazole with Trifluoromethyl Ketones. <i>Synthesis</i>, <i>50</i>(2), 323-329. <a href="https://doi.org/10.1055/s-0036-1590928" target="_blank">https://doi.org/10.1055/s-0036-1590928</a>
dc.identifier.other	CONVID_27278260
dc.identifier.other	TUTKAID_75299
dc.identifier.uri	https://jyx.jyu.fi/handle/123456789/58314
dc.description.abstract	The enantioselective vinylogous Henry reaction of 3,5-dimethyl-4-nitroisoxazole with trifluoromethyl ketones employing a bifunctional squaramide organocatalyst has been developed. A series of isoxazole bearing trifluoromethyl-substituted tertiary alcohols, 2-substituted (R)-1,1,1-trifluoro-3-(3-methyl-4-nitroisoxazol-5-yl)propan-2-ols, were obtained under these mild reaction conditions in good yields and moderate to good enantioselectivities.	fi
dc.format.mimetype	application/pdf
dc.language.iso	eng
dc.publisher	Georg Thieme Verlag
dc.relation.ispartofseries	Synthesis
dc.rights	In Copyright
dc.subject.other	asymmetric synthesis
dc.subject.other	isoxazole
dc.subject.other	trifluoromethyl ketone
dc.subject.other	squaramide organocatalyst
dc.subject.other	vinylogous Henry reaction
dc.title	Organocatalytic Enantioselective Vinylogous Henry Reaction of 3,5-Dimethyl-4-nitroisoxazole with Trifluoromethyl Ketones
dc.type	article
dc.identifier.urn	URN:NBN:fi:jyu-201805222701
dc.contributor.laitos	Kemian laitos	fi
dc.contributor.laitos	Department of Chemistry	en
dc.contributor.oppiaine	Orgaaninen kemia	fi
dc.contributor.oppiaine	Nanoscience Center	fi
dc.contributor.oppiaine	Organic Chemistry	en
dc.contributor.oppiaine	Nanoscience Center	en
dc.type.uri	http://purl.org/eprint/type/JournalArticle
dc.date.updated	2018-05-22T06:15:16Z
dc.type.coar	http://purl.org/coar/resource_type/c_2df8fbb1
dc.description.reviewstatus	peerReviewed
dc.format.pagerange	323-329
dc.relation.issn	0039-7881
dc.relation.numberinseries	2
dc.relation.volume	50
dc.type.version	acceptedVersion
dc.rights.copyright	© Georg Thieme Verlag Stuttgart · New York, 2018.
dc.rights.accesslevel	openAccess	fi
dc.format.content	fulltext
dc.rights.url	http://rightsstatements.org/page/InC/1.0/?language=en
dc.relation.doi	10.1055/s-0036-1590928
dc.type.okm	A1

Aineistoon kuuluvat tiedostot

Nimi:: Jafari_et_al_organocatalytic_a ...
Koko:: 919.5Kb
Tiedostomuoto:: PDF
Kuvaus:: Final Draft

Katso/Avaa

Aineisto kuuluu seuraaviin kokoelmiin

Matemaattis-luonnontieteellinen tiedekunta [6064]

Näytä suppeat kuvailutiedot

Ellei muuten mainita, aineiston lisenssi on In Copyright

Näytetään aineistoja, joilla on samankaltainen nimeke tai asiasanat.

Enantioselective synthesis of pyrazolone α-aminonitrile derivatives via an organocatalytic Strecker reaction

Mahajan, Suruchi; Chauhan, Pankaj; Kaya, Uğur; Deckers, Kristina; Rissanen, Kari; Enders, Dieter (Royal Society of Chemistry, 2017)

A new organocatalytic enantioselective Strecker reaction of pyrazolone-derived ketimine electrophiles has been developed. Using pseudo-enantiomeric squaramide catalysts the nucleophilic 1,2-addition of trimethylsilyl ...
Asymmetric Synthesis of Amino-Bis-Pyrazolone Derivatives via an Organocatalytic Mannich Reaction

Chauhan, Pankaj; Mahajan, Suruchi; Kaya, Uğur; Peuronen, Anssi; Rissanen, Kari; Enders, Dieter (American Chemical Society, 2017)

A new series of N-Boc ketimines derived from pyrazolin-5-ones have been used as electrophiles in asymmetric Mannich reactions with pyrazolones. The amino-bis-pyrazolone products are obtained in excellent yields and ...
Toward an Understanding of Hydrogen-Bonding Bifunctional Organocatalyst Conformations and Their Activity in Asymmetric Mannich Reactions

Neuvonen, Antti (Jyväskylän yliopisto, 2020)

Small molecule catalysts capable of simultaneously activating and coordinating reactive substrates through weak interactions, in a highly selective fashion, typically suffer from a lack of generality. Moreover, the interplay ...
Organocatalytic Oxa-Michael/Michael/Michael/Aldol Condensation Quadruple Domino Sequence : Asymmetric Synthesis of Tricyclic Chromanes

Kumar, Mukesh; Chauhan, Pankaj; Bailey, Stephen J.; Jafari, Ehsan; von Essen, Carolina; Rissanen, Kari; Enders, Dieter (American Chemical Society, 2018)

An efficient and highly stereoselective one-pot, four-component synthesis of functionalized tricyclic chromanes has been achieved through an organocatalyzed quadruple domino reaction. The reaction sequence involves an ...
Stereoselective Synthesis of Spiro-Decalin Oxindole Derivatives via Sequential Organocatalytic Michael-Domino Michael/Aldol Reaction

Straminelli, Leonardo; Vicentini, Francesco; Di Sabato, Antonio; Montone, Carmela Maria; Cavaliere, Chiara; Rissanen, Kari; Leonelli, Francesca; Vetica, Fabrizio (American Chemical Society (ACS), 2022)

A highly stereoselective procedure for the synthesis of spiro-polycyclic oxindoles bearing five contiguous stereogenic centers including two tetrasubstituted carbons has been developed. Under sequential organocatalysis ...

Organocatalytic Enantioselective Vinylogous Henry Reaction of 3,5-Dimethyl-4-nitroisoxazole with Trifluoromethyl Ketones

Aineistoon kuuluvat tiedostot

Aineisto kuuluu seuraaviin kokoelmiin

Samankaltainen aineisto

Enantioselective synthesis of pyrazolone α-aminonitrile derivatives via an organocatalytic Strecker reaction ﻿

Asymmetric Synthesis of Amino-Bis-Pyrazolone Derivatives via an Organocatalytic Mannich Reaction ﻿

Toward an Understanding of Hydrogen-Bonding Bifunctional Organocatalyst Conformations and Their Activity in Asymmetric Mannich Reactions ﻿

Organocatalytic Oxa-Michael/Michael/Michael/Aldol Condensation Quadruple Domino Sequence : Asymmetric Synthesis of Tricyclic Chromanes ﻿

Stereoselective Synthesis of Spiro-Decalin Oxindole Derivatives via Sequential Organocatalytic Michael-Domino Michael/Aldol Reaction ﻿

Enantioselective synthesis of pyrazolone α-aminonitrile derivatives via an organocatalytic Strecker reaction

Asymmetric Synthesis of Amino-Bis-Pyrazolone Derivatives via an Organocatalytic Mannich Reaction

Toward an Understanding of Hydrogen-Bonding Bifunctional Organocatalyst Conformations and Their Activity in Asymmetric Mannich Reactions

Organocatalytic Oxa-Michael/Michael/Michael/Aldol Condensation Quadruple Domino Sequence : Asymmetric Synthesis of Tricyclic Chromanes

Stereoselective Synthesis of Spiro-Decalin Oxindole Derivatives via Sequential Organocatalytic Michael-Domino Michael/Aldol Reaction