Matches in SemOpenAlex for { <https://semopenalex.org/work/W2277267375> ?p ?o ?g. }
- W2277267375 endingPage "6964" @default.
- W2277267375 startingPage "6956" @default.
- W2277267375 abstract "The fascinating intramolecular arene/allene cycloaddition discovered by Himbert affords dearomatized, polycyclic intermediates with sufficient strain energy to drive rearrangement processes of the newly formed ring system. We disclose a detailed examination of a thermally induced stepwise dyotropic skeletal rearrangement of these cycloadducts, a reaction also first described by Himbert. We offer computational evidence for a two-stage mechanism for this formal dyotropic rearrangement and provide rationalizations for the significant substitution-dependent rate differences observed in experiments. These investigations led to the development of a Lewis-acid-catalyzed rearrangement of precursors that were unreactive under simple thermal instigation. The isolation of the product of an interrupted rearrangement under Lewis acidic conditions provides further support for the proposed stepwise mechanism. Computational results also matched experiments in terms of regiochemical preferences in unsymmetrical rearrangement precursors and explained why lactam O-, S-, and C-heterologues do not easily undergo this rearrangement." @default.
- W2277267375 created "2016-06-24" @default.
- W2277267375 creator A5002648627 @default.
- W2277267375 creator A5021859707 @default.
- W2277267375 creator A5035344168 @default.
- W2277267375 creator A5042178740 @default.
- W2277267375 date "2015-05-22" @default.
- W2277267375 modified "2023-10-12" @default.
- W2277267375 title "Computational and Experimental Investigations of the Formal Dyotropic Rearrangements of Himbert Arene/Allene Cycloadducts" @default.
- W2277267375 cites W1963863220 @default.
- W2277267375 cites W1966729682 @default.
- W2277267375 cites W1968066573 @default.
- W2277267375 cites W1969470235 @default.
- W2277267375 cites W1970858719 @default.
- W2277267375 cites W1971353697 @default.
- W2277267375 cites W1974281479 @default.
- W2277267375 cites W1974673840 @default.
- W2277267375 cites W1981179454 @default.
- W2277267375 cites W1982041073 @default.
- W2277267375 cites W1982115882 @default.
- W2277267375 cites W1982311570 @default.
- W2277267375 cites W1984575903 @default.
- W2277267375 cites W1987380072 @default.
- W2277267375 cites W1987766126 @default.
- W2277267375 cites W1989389552 @default.
- W2277267375 cites W1992499384 @default.
- W2277267375 cites W1993383767 @default.
- W2277267375 cites W1996114908 @default.
- W2277267375 cites W1999440247 @default.
- W2277267375 cites W2004838114 @default.
- W2277267375 cites W2005369550 @default.
- W2277267375 cites W2023271753 @default.
- W2277267375 cites W2029292758 @default.
- W2277267375 cites W2035177011 @default.
- W2277267375 cites W2039559098 @default.
- W2277267375 cites W2040546095 @default.
- W2277267375 cites W2047501940 @default.
- W2277267375 cites W2050710370 @default.
- W2277267375 cites W2051685884 @default.
- W2277267375 cites W2057893272 @default.
- W2277267375 cites W2066879560 @default.
- W2277267375 cites W2072117951 @default.
- W2277267375 cites W2077065987 @default.
- W2277267375 cites W2081168614 @default.
- W2277267375 cites W2085966856 @default.
- W2277267375 cites W2086471877 @default.
- W2277267375 cites W2086598677 @default.
- W2277267375 cites W2086957099 @default.
- W2277267375 cites W2090728768 @default.
- W2277267375 cites W2098455654 @default.
- W2277267375 cites W2102621939 @default.
- W2277267375 cites W2115294473 @default.
- W2277267375 cites W2122993353 @default.
- W2277267375 cites W2130029082 @default.
- W2277267375 cites W2130889894 @default.
- W2277267375 cites W2143401767 @default.
- W2277267375 cites W2143981217 @default.
- W2277267375 cites W2145865912 @default.
- W2277267375 cites W2146891301 @default.
- W2277267375 cites W2148284063 @default.
- W2277267375 cites W2150202960 @default.
- W2277267375 cites W2166955022 @default.
- W2277267375 cites W2168143242 @default.
- W2277267375 cites W2172088575 @default.
- W2277267375 cites W2316735073 @default.
- W2277267375 cites W2326436985 @default.
- W2277267375 cites W2329890315 @default.
- W2277267375 cites W2951893897 @default.
- W2277267375 cites W4238822152 @default.
- W2277267375 cites W4254041619 @default.
- W2277267375 cites W4365787516 @default.
- W2277267375 cites W2019095236 @default.
- W2277267375 doi "https://doi.org/10.1021/jacs.5b03718" @default.
- W2277267375 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/25961134" @default.
- W2277267375 hasPublicationYear "2015" @default.
- W2277267375 type Work @default.
- W2277267375 sameAs 2277267375 @default.
- W2277267375 citedByCount "16" @default.
- W2277267375 countsByYear W22772673752015 @default.
- W2277267375 countsByYear W22772673752016 @default.
- W2277267375 countsByYear W22772673752018 @default.
- W2277267375 countsByYear W22772673752019 @default.
- W2277267375 countsByYear W22772673752021 @default.
- W2277267375 countsByYear W22772673752023 @default.
- W2277267375 crossrefType "journal-article" @default.
- W2277267375 hasAuthorship W2277267375A5002648627 @default.
- W2277267375 hasAuthorship W2277267375A5021859707 @default.
- W2277267375 hasAuthorship W2277267375A5035344168 @default.
- W2277267375 hasAuthorship W2277267375A5042178740 @default.
- W2277267375 hasConcept C121332964 @default.
- W2277267375 hasConcept C135502975 @default.
- W2277267375 hasConcept C147597530 @default.
- W2277267375 hasConcept C148898269 @default.
- W2277267375 hasConcept C161790260 @default.
- W2277267375 hasConcept C163638829 @default.
- W2277267375 hasConcept C178790620 @default.
- W2277267375 hasConcept C185592680 @default.
- W2277267375 hasConcept C192937433 @default.