Matches in SemOpenAlex for { <https://semopenalex.org/work/W2043858886> ?p ?o ?g. }
Showing items 1 to 83 of
83
with 100 items per page.
- W2043858886 endingPage "13949" @default.
- W2043858886 startingPage "13948" @default.
- W2043858886 abstract "The Lewis acid-promoted reactions of chiral 2-aryl-3-azido-1-propanols with 4-substituted cyclohexanones lead to iminium ethers and ultimately caprolactams (following a hydrolysis step). In this study, it is shown that these reactions afford variable ratios of products, depending on the electronic nature of the phenyl group. These results are interpreted in the context of a cation−π stabilizing effect in the product-determining reaction intermediate. Remarkably, the best selectivity was obtained when an azidopropanol reagent containing a quaternary center was used; a control experiment showed that the high selectivity observed in this result depended upon the free rotation of the pseudoaxial aromatic group in the intermediate that affords the major product." @default.
- W2043858886 created "2016-06-24" @default.
- W2043858886 creator A5012822065 @default.
- W2043858886 creator A5088422127 @default.
- W2043858886 date "2003-10-25" @default.
- W2043858886 modified "2023-10-17" @default.
- W2043858886 title "Unusual Tethering Effects in the Schmidt Reaction of Hydroxyalkyl Azides with Ketones: Cation−π and Steric Stabilization of a Pseudoaxial Phenyl Group" @default.
- W2043858886 cites W2058395161 @default.
- W2043858886 cites W2950596400 @default.
- W2043858886 cites W2950742071 @default.
- W2043858886 cites W3025223404 @default.
- W2043858886 doi "https://doi.org/10.1021/ja0382361" @default.
- W2043858886 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/14611217" @default.
- W2043858886 hasPublicationYear "2003" @default.
- W2043858886 type Work @default.
- W2043858886 sameAs 2043858886 @default.
- W2043858886 citedByCount "51" @default.
- W2043858886 countsByYear W20438588862012 @default.
- W2043858886 countsByYear W20438588862013 @default.
- W2043858886 countsByYear W20438588862014 @default.
- W2043858886 countsByYear W20438588862015 @default.
- W2043858886 countsByYear W20438588862016 @default.
- W2043858886 countsByYear W20438588862017 @default.
- W2043858886 countsByYear W20438588862018 @default.
- W2043858886 countsByYear W20438588862019 @default.
- W2043858886 countsByYear W20438588862023 @default.
- W2043858886 crossrefType "journal-article" @default.
- W2043858886 hasAuthorship W2043858886A5012822065 @default.
- W2043858886 hasAuthorship W2043858886A5088422127 @default.
- W2043858886 hasConcept C118792377 @default.
- W2043858886 hasConcept C151730666 @default.
- W2043858886 hasConcept C155647269 @default.
- W2043858886 hasConcept C161790260 @default.
- W2043858886 hasConcept C178790620 @default.
- W2043858886 hasConcept C185592680 @default.
- W2043858886 hasConcept C201194858 @default.
- W2043858886 hasConcept C2778567177 @default.
- W2043858886 hasConcept C2779343474 @default.
- W2043858886 hasConcept C2780263894 @default.
- W2043858886 hasConcept C2781076698 @default.
- W2043858886 hasConcept C40875361 @default.
- W2043858886 hasConcept C41339378 @default.
- W2043858886 hasConcept C71240020 @default.
- W2043858886 hasConcept C86803240 @default.
- W2043858886 hasConcept C94412978 @default.
- W2043858886 hasConceptScore W2043858886C118792377 @default.
- W2043858886 hasConceptScore W2043858886C151730666 @default.
- W2043858886 hasConceptScore W2043858886C155647269 @default.
- W2043858886 hasConceptScore W2043858886C161790260 @default.
- W2043858886 hasConceptScore W2043858886C178790620 @default.
- W2043858886 hasConceptScore W2043858886C185592680 @default.
- W2043858886 hasConceptScore W2043858886C201194858 @default.
- W2043858886 hasConceptScore W2043858886C2778567177 @default.
- W2043858886 hasConceptScore W2043858886C2779343474 @default.
- W2043858886 hasConceptScore W2043858886C2780263894 @default.
- W2043858886 hasConceptScore W2043858886C2781076698 @default.
- W2043858886 hasConceptScore W2043858886C40875361 @default.
- W2043858886 hasConceptScore W2043858886C41339378 @default.
- W2043858886 hasConceptScore W2043858886C71240020 @default.
- W2043858886 hasConceptScore W2043858886C86803240 @default.
- W2043858886 hasConceptScore W2043858886C94412978 @default.
- W2043858886 hasIssue "46" @default.
- W2043858886 hasLocation W20438588861 @default.
- W2043858886 hasLocation W20438588862 @default.
- W2043858886 hasOpenAccess W2043858886 @default.
- W2043858886 hasPrimaryLocation W20438588861 @default.
- W2043858886 hasRelatedWork W1993861046 @default.
- W2043858886 hasRelatedWork W2001559433 @default.
- W2043858886 hasRelatedWork W2021939235 @default.
- W2043858886 hasRelatedWork W2049552322 @default.
- W2043858886 hasRelatedWork W2049636056 @default.
- W2043858886 hasRelatedWork W2063472119 @default.
- W2043858886 hasRelatedWork W2949344611 @default.
- W2043858886 hasRelatedWork W2949556954 @default.
- W2043858886 hasRelatedWork W2951664817 @default.
- W2043858886 hasRelatedWork W3200462162 @default.
- W2043858886 hasVolume "125" @default.
- W2043858886 isParatext "false" @default.
- W2043858886 isRetracted "false" @default.
- W2043858886 magId "2043858886" @default.
- W2043858886 workType "article" @default.