Matches in SemOpenAlex for { <https://semopenalex.org/work/W2922271004> ?p ?o ?g. }
Showing items 1 to 91 of
91
with 100 items per page.
- W2922271004 endingPage "2505" @default.
- W2922271004 startingPage "2495" @default.
- W2922271004 abstract "An efficient, versatile, enantioselective synthesis of 1,3-disubstituted and 1,3,6-trisubstituted 5-methylidenedihydrouracils applying Horner-Wadsworth Emmons methodology was developed. Starting 1,3-disubstituted 5-diethoxyphosphoryluracils were subjected to reduction of the double bond or addition of various Grignard reagents and obtained Horner-Wadsworth Emmons reagents were used for the olefination of formaldehyde. Enantioselective synthesis of 1,3,6-trisubstituted 5-methylidenedihydrouracils was accomplished by introducing (R,R)- or (S,S)-di(1-phenylethylamino)phosphoryl groups as chiral auxiliary. Additions of Grignard reagents in the presence of these groups were highly and complimentary diastereoselective (de ∼ 80%). Further separation of the diastereomeric mixtures by column chromatography enabled synthesis of (R)- and (S)-1,3,6-trisubstituted-5-methylidenedihydrouracils with ee ≥ 98%. Furthermore, absolute configuration of the adducts and final products was established using single crystal X-ray analysis. Stereochemical course of the addition reactions is also discussed." @default.
- W2922271004 created "2019-03-22" @default.
- W2922271004 creator A5002245414 @default.
- W2922271004 creator A5024286776 @default.
- W2922271004 creator A5068400377 @default.
- W2922271004 creator A5076635278 @default.
- W2922271004 creator A5083448531 @default.
- W2922271004 creator A5085922103 @default.
- W2922271004 date "2019-04-01" @default.
- W2922271004 modified "2023-10-12" @default.
- W2922271004 title "Enantioselective synthesis of 5-methylidenedihydrouracils as potential anticancer agents" @default.
- W2922271004 cites W1784249729 @default.
- W2922271004 cites W1965305351 @default.
- W2922271004 cites W1996927744 @default.
- W2922271004 cites W2015515744 @default.
- W2922271004 cites W2016956375 @default.
- W2922271004 cites W2025872648 @default.
- W2922271004 cites W2036968033 @default.
- W2922271004 cites W2055112970 @default.
- W2922271004 cites W2060754472 @default.
- W2922271004 cites W2061377155 @default.
- W2922271004 cites W2065374390 @default.
- W2922271004 cites W2078918083 @default.
- W2922271004 cites W2079059591 @default.
- W2922271004 cites W2093940735 @default.
- W2922271004 cites W2138650596 @default.
- W2922271004 cites W2164644558 @default.
- W2922271004 cites W2168198108 @default.
- W2922271004 cites W2375734238 @default.
- W2922271004 cites W2520968535 @default.
- W2922271004 cites W2551859114 @default.
- W2922271004 cites W2607375515 @default.
- W2922271004 cites W2793075461 @default.
- W2922271004 cites W2949254650 @default.
- W2922271004 cites W2951056370 @default.
- W2922271004 cites W2952799343 @default.
- W2922271004 doi "https://doi.org/10.1016/j.tet.2019.03.024" @default.
- W2922271004 hasPublicationYear "2019" @default.
- W2922271004 type Work @default.
- W2922271004 sameAs 2922271004 @default.
- W2922271004 citedByCount "7" @default.
- W2922271004 countsByYear W29222710042019 @default.
- W2922271004 countsByYear W29222710042020 @default.
- W2922271004 countsByYear W29222710042023 @default.
- W2922271004 crossrefType "journal-article" @default.
- W2922271004 hasAuthorship W2922271004A5002245414 @default.
- W2922271004 hasAuthorship W2922271004A5024286776 @default.
- W2922271004 hasAuthorship W2922271004A5068400377 @default.
- W2922271004 hasAuthorship W2922271004A5076635278 @default.
- W2922271004 hasAuthorship W2922271004A5083448531 @default.
- W2922271004 hasAuthorship W2922271004A5085922103 @default.
- W2922271004 hasConcept C138716334 @default.
- W2922271004 hasConcept C146686406 @default.
- W2922271004 hasConcept C161790260 @default.
- W2922271004 hasConcept C178790620 @default.
- W2922271004 hasConcept C185592680 @default.
- W2922271004 hasConcept C21951064 @default.
- W2922271004 hasConcept C25170562 @default.
- W2922271004 hasConcept C40875361 @default.
- W2922271004 hasConcept C71240020 @default.
- W2922271004 hasConceptScore W2922271004C138716334 @default.
- W2922271004 hasConceptScore W2922271004C146686406 @default.
- W2922271004 hasConceptScore W2922271004C161790260 @default.
- W2922271004 hasConceptScore W2922271004C178790620 @default.
- W2922271004 hasConceptScore W2922271004C185592680 @default.
- W2922271004 hasConceptScore W2922271004C21951064 @default.
- W2922271004 hasConceptScore W2922271004C25170562 @default.
- W2922271004 hasConceptScore W2922271004C40875361 @default.
- W2922271004 hasConceptScore W2922271004C71240020 @default.
- W2922271004 hasFunder F4320322511 @default.
- W2922271004 hasIssue "17" @default.
- W2922271004 hasLocation W29222710041 @default.
- W2922271004 hasOpenAccess W2922271004 @default.
- W2922271004 hasPrimaryLocation W29222710041 @default.
- W2922271004 hasRelatedWork W1992879899 @default.
- W2922271004 hasRelatedWork W2014150068 @default.
- W2922271004 hasRelatedWork W2018757764 @default.
- W2922271004 hasRelatedWork W2030822331 @default.
- W2922271004 hasRelatedWork W2039501503 @default.
- W2922271004 hasRelatedWork W2058804197 @default.
- W2922271004 hasRelatedWork W2086186140 @default.
- W2922271004 hasRelatedWork W2090491463 @default.
- W2922271004 hasRelatedWork W2313915298 @default.
- W2922271004 hasRelatedWork W2950537916 @default.
- W2922271004 hasVolume "75" @default.
- W2922271004 isParatext "false" @default.
- W2922271004 isRetracted "false" @default.
- W2922271004 magId "2922271004" @default.
- W2922271004 workType "article" @default.