Matches in SemOpenAlex for { <https://semopenalex.org/work/W2952235175> ?p ?o ?g. }
Showing items 1 to 55 of
55
with 100 items per page.
- W2952235175 abstract "The diastereoselectivity of various synthetic approaches to (±)-threo-3-(3,5-dihydroxy-2-methyl-phenyl)butan-2-ol (‘Phenol B’)(4), based on reactions of benzyl anions with electrophiles, has been investigated. The anion (9) derived from ethyl 2,4-dimethoxy-6-ethylbenzoate reacted with acetaldehyde to give mainly an erythro-product isolated as the lactone (12); acetylation with acetyl chloride to give a ketone, followed by reduction, gave mainly the required threo-lactone (11). An alternative route was frustrated by decomposition of the benzyl anion derived from 3,4-dihydro-6,8-dimethoxy-3-methyl-1H-2-benzopyran-1-one (17). Reduction of the carbonyl group of the threo-lactone (11) to a methyl gave the dimethyl ether of ‘Phenol B’, which was converted into (±)-citrinin (1)." @default.
- W2952235175 created "2019-06-27" @default.
- W2952235175 creator A5058099708 @default.
- W2952235175 creator A5067186371 @default.
- W2952235175 creator A5031565326 @default.
- W2952235175 date "1987-05-05" @default.
- W2952235175 modified "2023-09-27" @default.
- W2952235175 title "ChemInform Abstract: A Diastereoselective Synthesis of the Polyketide Antibiotic Citrinin Using Toluate Anion Chemistry." @default.
- W2952235175 cites W2020530341 @default.
- W2952235175 doi "https://doi.org/10.1002/chin.198718354" @default.
- W2952235175 hasPublicationYear "1987" @default.
- W2952235175 type Work @default.
- W2952235175 sameAs 2952235175 @default.
- W2952235175 citedByCount "0" @default.
- W2952235175 crossrefType "journal-article" @default.
- W2952235175 hasAuthorship W2952235175A5031565326 @default.
- W2952235175 hasAuthorship W2952235175A5058099708 @default.
- W2952235175 hasAuthorship W2952235175A5067186371 @default.
- W2952235175 hasConcept C155647269 @default.
- W2952235175 hasConcept C161790260 @default.
- W2952235175 hasConcept C178790620 @default.
- W2952235175 hasConcept C181199279 @default.
- W2952235175 hasConcept C185592680 @default.
- W2952235175 hasConcept C2776612806 @default.
- W2952235175 hasConcept C2777064906 @default.
- W2952235175 hasConcept C2777738585 @default.
- W2952235175 hasConcept C2778635478 @default.
- W2952235175 hasConcept C2781066024 @default.
- W2952235175 hasConcept C31903555 @default.
- W2952235175 hasConcept C50027330 @default.
- W2952235175 hasConcept C553450214 @default.
- W2952235175 hasConcept C71240020 @default.
- W2952235175 hasConcept C84699730 @default.
- W2952235175 hasConceptScore W2952235175C155647269 @default.
- W2952235175 hasConceptScore W2952235175C161790260 @default.
- W2952235175 hasConceptScore W2952235175C178790620 @default.
- W2952235175 hasConceptScore W2952235175C181199279 @default.
- W2952235175 hasConceptScore W2952235175C185592680 @default.
- W2952235175 hasConceptScore W2952235175C2776612806 @default.
- W2952235175 hasConceptScore W2952235175C2777064906 @default.
- W2952235175 hasConceptScore W2952235175C2777738585 @default.
- W2952235175 hasConceptScore W2952235175C2778635478 @default.
- W2952235175 hasConceptScore W2952235175C2781066024 @default.
- W2952235175 hasConceptScore W2952235175C31903555 @default.
- W2952235175 hasConceptScore W2952235175C50027330 @default.
- W2952235175 hasConceptScore W2952235175C553450214 @default.
- W2952235175 hasConceptScore W2952235175C71240020 @default.
- W2952235175 hasConceptScore W2952235175C84699730 @default.
- W2952235175 hasLocation W29522351751 @default.
- W2952235175 hasOpenAccess W2952235175 @default.
- W2952235175 hasPrimaryLocation W29522351751 @default.
- W2952235175 isParatext "false" @default.
- W2952235175 isRetracted "false" @default.
- W2952235175 magId "2952235175" @default.
- W2952235175 workType "article" @default.