Organocatalytic Oxa-Michael/Michael/Michael/Aldol Condensation Quadruple Domino Sequence : Asymmetric Synthesis of Tricyclic Chromanes
| dc.contributor.author | Kumar, Mukesh | |
| dc.contributor.author | Chauhan, Pankaj | |
| dc.contributor.author | Bailey, Stephen J. | |
| dc.contributor.author | Jafari, Ehsan | |
| dc.contributor.author | von Essen, Carolina | |
| dc.contributor.author | Rissanen, Kari | |
| dc.contributor.author | Enders, Dieter | |
| dc.date.accessioned | 2018-05-23T07:11:02Z | |
| dc.date.available | 2019-02-06T22:35:24Z | |
| dc.date.issued | 2018 | |
| dc.identifier.citation | Kumar, M., Chauhan, P., Bailey, S. J., Jafari, E., von Essen, C., Rissanen, K., & Enders, D. (2018). Organocatalytic Oxa-Michael/Michael/Michael/Aldol Condensation Quadruple Domino Sequence : Asymmetric Synthesis of Tricyclic Chromanes. <i>Organic Letters</i>, <i>20</i>(4), 1232-1235. <a href="https://doi.org/10.1021/acs.orglett.8b00175" target="_blank">https://doi.org/10.1021/acs.orglett.8b00175</a> | |
| dc.identifier.other | CONVID_27894922 | |
| dc.identifier.other | TUTKAID_76774 | |
| dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/58077 | |
| dc.description.abstract | 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 oxa-Michael/Michael/Michael/aldol condensation between alcohols, 2 equiv of acrolein, and nitrochromenes to generate the pharmaceutically important tricyclic chromanes bearing three contiguous stereogenic centers including a chiral tetrasubstituted carbon center in good domino yields (30–70%) and excellent diastereo- and enantioselectivities (>20:1 dr and >99% ee). | fi |
| dc.format.mimetype | application/pdf | |
| dc.language.iso | eng | |
| dc.publisher | American Chemical Society | |
| dc.relation.ispartofseries | Organic Letters | |
| dc.rights | In Copyright | |
| dc.subject.other | domino reactions | |
| dc.subject.other | asymmetric synthesis | |
| dc.subject.other | tricyclic chromanes | |
| dc.title | Organocatalytic Oxa-Michael/Michael/Michael/Aldol Condensation Quadruple Domino Sequence : Asymmetric Synthesis of Tricyclic Chromanes | |
| dc.type | article | |
| dc.identifier.urn | URN:NBN:fi:jyu-201805222711 | |
| dc.contributor.laitos | Kemian laitos | fi |
| dc.contributor.laitos | Department of Chemistry | en |
| dc.contributor.oppiaine | Orgaaninen kemia | fi |
| dc.contributor.oppiaine | Organic Chemistry | en |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
| dc.date.updated | 2018-05-22T09:15:10Z | |
| dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
| dc.description.reviewstatus | peerReviewed | |
| dc.format.pagerange | 1232-1235 | |
| dc.relation.issn | 1523-7060 | |
| dc.relation.numberinseries | 4 | |
| dc.relation.volume | 20 | |
| dc.type.version | acceptedVersion | |
| dc.rights.copyright | © 2018 American Chemical Society | |
| dc.rights.accesslevel | openAccess | fi |
| dc.subject.yso | asymmetria | |
| dc.subject.yso | synteesi | |
| dc.subject.yso | alkoholit (yhdisteet) | |
| dc.subject.yso | luonnontuotteet | |
| dc.format.content | fulltext | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p15023 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p8467 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p5845 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p9545 | |
| dc.rights.url | http://rightsstatements.org/page/InC/1.0/?language=en | |
| dc.relation.doi | 10.1021/acs.orglett.8b00175 | |
| dc.type.okm | A1 |
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