FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2025514182> ?p ?o ?g. }

• W2025514182 endingPage "93" @default.
• W2025514182 startingPage "88" @default.
• W2025514182 abstract "Many natural products contain a C = C double bond through which various other derivatives can be prepared; the stereochemical identity of the alkene can be critical to the biological activities of such molecules. Catalytic ring-closing metathesis (RCM) is a widely used method for the synthesis of large unsaturated rings; however, cyclizations often proceed without control of alkene stereochemistry. This shortcoming is particularly costly when the cyclization reaction is performed after a long sequence of other chemical transformations. Here we outline a reliable, practical and general approach for the efficient and highly stereoselective synthesis of macrocyclic alkenes by catalytic RCM; transformations deliver up to 97% of the Z isomer owing to control induced by a tungsten-based alkylidene. Utility is demonstrated through the stereoselective preparation of epothilone C (refs 3-5) and nakadomarin A (ref. 6), the previously reported syntheses of which have been marred by late-stage, non-selective RCM. The tungsten alkylidene can be manipulated in air, delivering the products in useful yields with high stereoselectivity. As a result of efficient RCM and re-incorporation of side products into the catalytic cycle with minimal alkene isomerization, desired cyclizations proceed in preference to alternative pathways, even under relatively high substrate concentration." @default.
• W2025514182 created "2016-06-24" @default.
• W2025514182 creator A5014928176 @default.
• W2025514182 creator A5026307277 @default.
• W2025514182 creator A5026459424 @default.
• W2025514182 creator A5027231505 @default.
• W2025514182 creator A5059540181 @default.
• W2025514182 creator A5079660000 @default.
• W2025514182 creator A5081485832 @default.
• W2025514182 date "2011-11-01" @default.
• W2025514182 modified "2023-10-12" @default.
• W2025514182 title "Synthesis of macrocyclic natural products by catalyst-controlled stereoselective ring-closing metathesis" @default.
• W2025514182 cites W1969335186 @default.
• W2025514182 cites W1971320547 @default.
• W2025514182 cites W1978194271 @default.
• W2025514182 cites W1985858069 @default.
• W2025514182 cites W1993464054 @default.
• W2025514182 cites W2004100816 @default.
• W2025514182 cites W2017313025 @default.
• W2025514182 cites W2031851091 @default.
• W2025514182 cites W2037522382 @default.
• W2025514182 cites W2038662926 @default.
• W2025514182 cites W2038831091 @default.
• W2025514182 cites W2043211192 @default.
• W2025514182 cites W2053853736 @default.
• W2025514182 cites W2054502548 @default.
• W2025514182 cites W2057117951 @default.
• W2025514182 cites W2068580249 @default.
• W2025514182 cites W2099243119 @default.
• W2025514182 cites W2106182782 @default.
• W2025514182 cites W2107040447 @default.
• W2025514182 cites W2121511638 @default.
• W2025514182 cites W2131514869 @default.
• W2025514182 cites W2157651545 @default.
• W2025514182 cites W2160373896 @default.
• W2025514182 cites W2327151193 @default.
• W2025514182 cites W2949575037 @default.
• W2025514182 cites W2949642830 @default.
• W2025514182 cites W2950976013 @default.
• W2025514182 cites W2952758433 @default.
• W2025514182 cites W2952832984 @default.
• W2025514182 doi "https://doi.org/10.1038/nature10563" @default.
• W2025514182 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/3211109" @default.
• W2025514182 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/22051677" @default.
• W2025514182 hasPublicationYear "2011" @default.
• W2025514182 type Work @default.
• W2025514182 sameAs 2025514182 @default.
• W2025514182 citedByCount "197" @default.
• W2025514182 countsByYear W20255141822012 @default.
• W2025514182 countsByYear W20255141822013 @default.
• W2025514182 countsByYear W20255141822014 @default.
• W2025514182 countsByYear W20255141822015 @default.
• W2025514182 countsByYear W20255141822016 @default.
• W2025514182 countsByYear W20255141822017 @default.
• W2025514182 countsByYear W20255141822018 @default.
• W2025514182 countsByYear W20255141822019 @default.
• W2025514182 countsByYear W20255141822020 @default.
• W2025514182 countsByYear W20255141822021 @default.
• W2025514182 countsByYear W20255141822022 @default.
• W2025514182 countsByYear W20255141822023 @default.
• W2025514182 crossrefType "journal-article" @default.
• W2025514182 hasAuthorship W2025514182A5014928176 @default.
• W2025514182 hasAuthorship W2025514182A5026307277 @default.
• W2025514182 hasAuthorship W2025514182A5026459424 @default.
• W2025514182 hasAuthorship W2025514182A5027231505 @default.
• W2025514182 hasAuthorship W2025514182A5059540181 @default.
• W2025514182 hasAuthorship W2025514182A5079660000 @default.
• W2025514182 hasAuthorship W2025514182A5081485832 @default.
• W2025514182 hasBestOaLocation W20255141822 @default.
• W2025514182 hasConcept C126661725 @default.
• W2025514182 hasConcept C153914509 @default.
• W2025514182 hasConcept C161790260 @default.
• W2025514182 hasConcept C178790620 @default.
• W2025514182 hasConcept C181647583 @default.
• W2025514182 hasConcept C185592680 @default.
• W2025514182 hasConcept C21951064 @default.
• W2025514182 hasConcept C2776254738 @default.
• W2025514182 hasConcept C2778593322 @default.
• W2025514182 hasConcept C44228677 @default.
• W2025514182 hasConcept C521977710 @default.
• W2025514182 hasConcept C71240020 @default.
• W2025514182 hasConceptScore W2025514182C126661725 @default.
• W2025514182 hasConceptScore W2025514182C153914509 @default.
• W2025514182 hasConceptScore W2025514182C161790260 @default.
• W2025514182 hasConceptScore W2025514182C178790620 @default.
• W2025514182 hasConceptScore W2025514182C181647583 @default.
• W2025514182 hasConceptScore W2025514182C185592680 @default.
• W2025514182 hasConceptScore W2025514182C21951064 @default.
• W2025514182 hasConceptScore W2025514182C2776254738 @default.
• W2025514182 hasConceptScore W2025514182C2778593322 @default.
• W2025514182 hasConceptScore W2025514182C44228677 @default.
• W2025514182 hasConceptScore W2025514182C521977710 @default.
• W2025514182 hasConceptScore W2025514182C71240020 @default.
• W2025514182 hasIssue "7371" @default.
• W2025514182 hasLocation W20255141821 @default.
• W2025514182 hasLocation W20255141822 @default.
• W2025514182 hasLocation W20255141823 @default.
• W2025514182 hasLocation W20255141824 @default.

• next