Matches in SemOpenAlex for { <https://semopenalex.org/work/W2949301212> ?p ?o ?g. }
Showing items 1 to 89 of
89
with 100 items per page.
- W2949301212 endingPage "7848" @default.
- W2949301212 startingPage "7841" @default.
- W2949301212 abstract "Ketene aminothioacetals 2a−c and 5a−b bearing an enantiopure vinylic alkylsulfinyl substituent were readily prepared from (R)-2-cyclohexylsulfinyl-N,N-dimethylethanethioamide 1 with full control of the geometry of their double bonds. They underwent a Claisen rearrangement upon heating at THF reflux to afford α-sulfinyl γ-unsaturated thioamides 3a−c and 6a−b. With all substrates the asymmetric induction of the sulfinyl group was excellent. The determination of the absolute configurations of thioamides 3a−c and 6a−b was achieved either by X-ray crystallographic analysis or by chemical correlation. The stereochemical course of this [3,3] sigmatropic transposition was explained by an electronic model. Interestingly the Claisen rearrangement of the (ZE)-cinnamyl substrates 5b was shown to proceed through a boat transition state rather than a chair transition state; such a preference is quite unusual for acyclic systems." @default.
- W2949301212 created "2019-06-27" @default.
- W2949301212 creator A5031500683 @default.
- W2949301212 creator A5032653668 @default.
- W2949301212 creator A5074783021 @default.
- W2949301212 creator A5076122376 @default.
- W2949301212 creator A5087776606 @default.
- W2949301212 date "2001-10-25" @default.
- W2949301212 modified "2023-10-03" @default.
- W2949301212 title "Asymmetric Thio-Claisen Rearrangement Induced by an Enantiopure Alkylsulfinyl Group. Unusual Preference for a Boat Transition State in the Acyclic Series" @default.
- W2949301212 cites W1720977467 @default.
- W2949301212 cites W1966510752 @default.
- W2949301212 cites W1969764135 @default.
- W2949301212 cites W1986931841 @default.
- W2949301212 cites W1999139342 @default.
- W2949301212 cites W2001092533 @default.
- W2949301212 cites W2013150761 @default.
- W2949301212 cites W2019813152 @default.
- W2949301212 cites W2021010208 @default.
- W2949301212 cites W2026516479 @default.
- W2949301212 cites W2037206861 @default.
- W2949301212 cites W2038791517 @default.
- W2949301212 cites W2048340307 @default.
- W2949301212 cites W2070938068 @default.
- W2949301212 cites W2324385986 @default.
- W2949301212 cites W2950895630 @default.
- W2949301212 cites W2952489687 @default.
- W2949301212 cites W3024491958 @default.
- W2949301212 doi "https://doi.org/10.1021/jo015956m" @default.
- W2949301212 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/11701044" @default.
- W2949301212 hasPublicationYear "2001" @default.
- W2949301212 type Work @default.
- W2949301212 sameAs 2949301212 @default.
- W2949301212 citedByCount "29" @default.
- W2949301212 countsByYear W29493012122012 @default.
- W2949301212 countsByYear W29493012122014 @default.
- W2949301212 countsByYear W29493012122020 @default.
- W2949301212 crossrefType "journal-article" @default.
- W2949301212 hasAuthorship W2949301212A5031500683 @default.
- W2949301212 hasAuthorship W2949301212A5032653668 @default.
- W2949301212 hasAuthorship W2949301212A5074783021 @default.
- W2949301212 hasAuthorship W2949301212A5076122376 @default.
- W2949301212 hasAuthorship W2949301212A5087776606 @default.
- W2949301212 hasConcept C146686406 @default.
- W2949301212 hasConcept C155647269 @default.
- W2949301212 hasConcept C161790260 @default.
- W2949301212 hasConcept C178790620 @default.
- W2949301212 hasConcept C185592680 @default.
- W2949301212 hasConcept C2778689049 @default.
- W2949301212 hasConcept C2778874822 @default.
- W2949301212 hasConcept C2780567667 @default.
- W2949301212 hasConcept C2781253882 @default.
- W2949301212 hasConcept C58590140 @default.
- W2949301212 hasConcept C71240020 @default.
- W2949301212 hasConcept C93237805 @default.
- W2949301212 hasConceptScore W2949301212C146686406 @default.
- W2949301212 hasConceptScore W2949301212C155647269 @default.
- W2949301212 hasConceptScore W2949301212C161790260 @default.
- W2949301212 hasConceptScore W2949301212C178790620 @default.
- W2949301212 hasConceptScore W2949301212C185592680 @default.
- W2949301212 hasConceptScore W2949301212C2778689049 @default.
- W2949301212 hasConceptScore W2949301212C2778874822 @default.
- W2949301212 hasConceptScore W2949301212C2780567667 @default.
- W2949301212 hasConceptScore W2949301212C2781253882 @default.
- W2949301212 hasConceptScore W2949301212C58590140 @default.
- W2949301212 hasConceptScore W2949301212C71240020 @default.
- W2949301212 hasConceptScore W2949301212C93237805 @default.
- W2949301212 hasIssue "23" @default.
- W2949301212 hasLocation W29493012121 @default.
- W2949301212 hasLocation W29493012122 @default.
- W2949301212 hasOpenAccess W2949301212 @default.
- W2949301212 hasPrimaryLocation W29493012121 @default.
- W2949301212 hasRelatedWork W1503770957 @default.
- W2949301212 hasRelatedWork W1964065559 @default.
- W2949301212 hasRelatedWork W1993811298 @default.
- W2949301212 hasRelatedWork W2031020405 @default.
- W2949301212 hasRelatedWork W2141170214 @default.
- W2949301212 hasRelatedWork W2311070986 @default.
- W2949301212 hasRelatedWork W2326574225 @default.
- W2949301212 hasRelatedWork W2949301212 @default.
- W2949301212 hasRelatedWork W2951142187 @default.
- W2949301212 hasRelatedWork W4231185052 @default.
- W2949301212 hasVolume "66" @default.
- W2949301212 isParatext "false" @default.
- W2949301212 isRetracted "false" @default.
- W2949301212 magId "2949301212" @default.
- W2949301212 workType "article" @default.