Artykuł w czasopiśmie
Brak miniatury
Licencja
Olefination with sulfonyl halides and esters – sulfur-based variant of the Horner-Wadsworth-Emmons reaction
dc.abstract.en | Among carbonyl olefination reactions sulfur-based protocols play a prominent role, utilizing aryl and hetaryl sulfones in processes referred as ‘classical’ and ‘one-pot’ Julia olefinations. However, a related, but much less common method, which is based on the reactivity of sulfonyl halides and esters (sulfonates), features a different reaction mechanism. Accordingly, carbanions of the precursors add to aldehydes and ketones, cyclize to four membered ring intermediates and syn-fragment to alkenes, mimicking transformations of organic phosphonates (the Horner-Wadsworth-Emmons reaction). The presented mini-review compiles early reports from the 1990s with a series of recent articles, in which the ‘overlooked’ olefination method was systematically studied. |
dc.affiliation | Uniwersytet Warszawski |
dc.contributor.author | Basiak, Dariusz |
dc.contributor.author | Barbasiewicz, Michał |
dc.date.accessioned | 2024-01-25T15:43:53Z |
dc.date.available | 2024-01-25T15:43:53Z |
dc.date.copyright | 2020-12-15 |
dc.date.issued | 2021 |
dc.description.accesstime | AT_PUBLICATION |
dc.description.finance | Publikacja bezkosztowa |
dc.description.number | 2 |
dc.description.version | FINAL_PUBLISHED |
dc.description.volume | 2021 |
dc.identifier.doi | 10.24820/ARK.5550190.P011.385 |
dc.identifier.issn | 1551-7004 |
dc.identifier.uri | https://repozytorium.uw.edu.pl//handle/item/114585 |
dc.identifier.weblink | http://dx.doi.org/10.24820/ark.5550190.p011.385 |
dc.language | eng |
dc.pbn.affiliation | chemical sciences |
dc.relation.ispartof | Arkivoc |
dc.relation.pages | 118-135 |
dc.rights | CC-BY |
dc.sciencecloud | nosend |
dc.subject.en | Alkenes |
dc.subject.en | olefination |
dc.subject.en | sulfonates |
dc.subject.en | sulfonyl halides |
dc.subject.en | carbanions |
dc.subject.en | selectivity |
dc.title | Olefination with sulfonyl halides and esters – sulfur-based variant of the Horner-Wadsworth-Emmons reaction |
dc.type | JournalArticle |
dspace.entity.type | Publication |