Catalytic Enantioselective Total Synthesis of (+)–Lycoperdic Acid
| dc.contributor.author | Kortet, Sami | |
| dc.contributor.author | Claraz, Aurélie | |
| dc.contributor.author | Pihko, Petri M. | |
| dc.date.accessioned | 2020-04-28T09:12:17Z | |
| dc.date.available | 2020-04-28T09:12:17Z | |
| dc.date.issued | 2020 | |
| dc.identifier.citation | Kortet, S., Claraz, A., & Pihko, P. M. (2020). Catalytic Enantioselective Total Synthesis of (+)–Lycoperdic Acid. <i>Organic Letters</i>, <i>22</i>(8), 3010-3013. <a href="https://doi.org/10.1021/acs.orglett.0c00772" target="_blank">https://doi.org/10.1021/acs.orglett.0c00772</a> | |
| dc.identifier.other | CONVID_35135636 | |
| dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/68735 | |
| dc.description.abstract | A concise enantio- and stereocontrolled synthesis of (+)-lycoperdic acid is presented. The stereochemical control is based on iminium-catalyzed Mukaiyama–Michael reaction and enamine-catalyzed organocatalytic α-chlorination steps. The amino group was introduced by azide displacement, affording the final stereochemistry of (+)-lycoperdic acid. Penultimate hydrogenation and hydrolysis afforded pure (+)-lycoperdic acid in seven steps from a known silyloxyfuran. | en |
| dc.format.mimetype | application/pdf | |
| dc.language | eng | |
| dc.language.iso | eng | |
| dc.publisher | American Chemical Society | |
| dc.relation.ispartofseries | Organic Letters | |
| dc.rights | In Copyright | |
| dc.title | Catalytic Enantioselective Total Synthesis of (+)–Lycoperdic Acid | |
| dc.type | research article | |
| dc.identifier.urn | URN:NBN:fi:jyu-202004282938 | |
| 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 | 3010-3013 | |
| dc.relation.issn | 1523-7060 | |
| dc.relation.numberinseries | 8 | |
| dc.relation.volume | 22 | |
| dc.type.version | acceptedVersion | |
| dc.rights.copyright | © 2020 American Chemical Society | |
| dc.rights.accesslevel | openAccess | fi |
| dc.type.publication | article | |
| dc.relation.grantnumber | 307624 | |
| dc.relation.grantnumber | 297874 | |
| dc.subject.yso | kemiallinen synteesi | |
| dc.subject.yso | aminohapot | |
| dc.subject.yso | katalyysi | |
| dc.format.content | fulltext | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p8468 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p9530 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p8704 | |
| dc.rights.url | http://rightsstatements.org/page/InC/1.0/?language=en | |
| dc.relation.doi | 10.1021/acs.orglett.0c00772 | |
| dc.relation.funder | Research Council of Finland | en |
| dc.relation.funder | Research Council of Finland | en |
| dc.relation.funder | Suomen Akatemia | fi |
| dc.relation.funder | Suomen Akatemia | fi |
| jyx.fundingprogram | Academy Programme, AoF | en |
| jyx.fundingprogram | Academy Project, AoF | en |
| jyx.fundingprogram | Akatemiaohjelma, SA | fi |
| jyx.fundingprogram | Akatemiahanke, SA | fi |
| jyx.fundinginformation | Financial support from the Academy of Finland (Projects 259532, 297874, 307624) is gratefully acknowledged. | |
| dc.type.okm | A1 |
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