Deoxygenative Divergent Synthesis : En Route to Quinic Acid Chirons
| dc.contributor.author | Holmstedt, Suvi | |
| dc.contributor.author | George, Lijo | |
| dc.contributor.author | Koivuporras, Alisa | |
| dc.contributor.author | Valkonen, Arto | |
| dc.contributor.author | Candeias, Nuno R. | |
| dc.date.accessioned | 2021-02-01T11:24:12Z | |
| dc.date.available | 2021-02-01T11:24:12Z | |
| dc.date.issued | 2020 | |
| dc.identifier.citation | Holmstedt, S., George, L., Koivuporras, A., Valkonen, A., & Candeias, N. R. (2020). Deoxygenative Divergent Synthesis : En Route to Quinic Acid Chirons. <i>Organic Letters</i>, <i>22</i>(21), 8370-8375. <a href="https://doi.org/10.1021/acs.orglett.0c02995" target="_blank">https://doi.org/10.1021/acs.orglett.0c02995</a> | |
| dc.identifier.other | CONVID_42346865 | |
| dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/73916 | |
| dc.description.abstract | The installation of vicinal mesylate and silyl ether groups in a quinic acid derivative generates a system prone for stereoselective borane-catalyzed hydrosilylation through a siloxonium intermediate. The diversification of the reaction conditions allowed the construction of different defunctionalized fragments foreseen as useful synthetic fragments. The selectivity of the hydrosilylation was rationalized on the basis of deuteration experiments and computational studies. | en |
| dc.format.mimetype | application/pdf | |
| dc.language | eng | |
| dc.language.iso | eng | |
| dc.publisher | American Chemical Society (ACS) | |
| dc.relation.ispartofseries | Organic Letters | |
| dc.rights | In Copyright | |
| dc.subject.other | redox reactions | |
| dc.subject.other | reaction products | |
| dc.subject.other | bond cleavage | |
| dc.subject.other | ethers | |
| dc.subject.other | hydrosilylation | |
| dc.title | Deoxygenative Divergent Synthesis : En Route to Quinic Acid Chirons | |
| dc.type | article | |
| dc.identifier.urn | URN:NBN:fi:jyu-202102011373 | |
| 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.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
| dc.description.reviewstatus | peerReviewed | |
| dc.format.pagerange | 8370-8375 | |
| dc.relation.issn | 1523-7060 | |
| dc.relation.numberinseries | 21 | |
| dc.relation.volume | 22 | |
| dc.type.version | acceptedVersion | |
| dc.rights.copyright | © 2020 American Chemical Society | |
| dc.rights.accesslevel | openAccess | fi |
| dc.relation.grantnumber | 314343 | |
| dc.subject.yso | hapetus-pelkistysreaktio | |
| dc.subject.yso | eetterit | |
| dc.subject.yso | orgaaniset yhdisteet | |
| dc.subject.yso | kemiallinen synteesi | |
| dc.format.content | fulltext | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p28877 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p3840 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p3841 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p8468 | |
| dc.rights.url | http://rightsstatements.org/page/InC/1.0/?language=en | |
| dc.relation.doi | 10.1021/acs.orglett.0c02995 | |
| dc.relation.funder | Research Council of Finland | en |
| dc.relation.funder | Suomen Akatemia | fi |
| jyx.fundingprogram | Research costs of Academy Research Fellow, AoF | en |
| jyx.fundingprogram | Akatemiatutkijan tutkimuskulut, SA | fi |
| jyx.fundinginformation | The Academy of Finland is duly acknowledged for financial support to N.R.C. (Decisions No. 326487 and 326486) and to A. V. (No. 314343). Finnish Cultural Foundation is acknowledged for financial support to S.H. (00190336). | |
| dc.type.okm | A1 |
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