Matches in SemOpenAlex for { <https://semopenalex.org/work/W2016798438> ?p ?o ?g. }
- W2016798438 endingPage "1262" @default.
- W2016798438 startingPage "1247" @default.
- W2016798438 abstract "A chiral ruthenium(II)–bis(2-oxazolin-2-yl)pyridine catalyst prepared in situ from optically active bis(2-oxazolin-2-yl)pyridine (Pybox-ip) (2) and [RuCl2(p-cymene)]2 (1) exhibited efficient activity for the asymmetric cyclopropanation (ACP) of styrene and several diazoacetates to give the corresponding trans- and cis-2-phenylcyclopropane-1-carboxylates (3 and 4) in good yields (66—87%). A mixture of 1 and 2 in an atmosphere of ethylene produced the trans-RuCl2(Pybox-ip)(ethylene) complex (5), which also proved to be a powerful catalyst for ACP. The stereoselectivity of the trans- and cis-cyclopropanes were from 90 : 10 up to 98 : 2, and their enantioselectivities reached 97%. A catalytic system with 5 could be used for several olefins and internal olefins. A concerted mechanism of ACP with the Ru–Pybox catalyst was postulated on the basis of the stereospecificity with deuterated styrene. Other substituents, such as ethyl, s-butyl, benzyl, and phenyl on the oxazoline rings of Pybox in place of the isopropyl group were also examined, and were found to exhibit a similar high trans-stereoselection and a high enantioselectivity of the cyclopropane products; ex. with Ru–Pybox-ethyl 91 : 9 of 3 : 4 and 82% ee for 3. The non-chiral Ru–Pybox-dihydro catalyst exhibited asymmetric induction with 39% ees of 3 with d- and l-menthyl diazoacetates, and kept a high trans- and cis-stereoselection of 97 : 3." @default.
- W2016798438 created "2016-06-24" @default.
- W2016798438 creator A5029753298 @default.
- W2016798438 creator A5039872054 @default.
- W2016798438 creator A5041771065 @default.
- W2016798438 creator A5077559548 @default.
- W2016798438 creator A5084454102 @default.
- W2016798438 creator A5090325884 @default.
- W2016798438 date "1995-05-01" @default.
- W2016798438 modified "2023-10-09" @default.
- W2016798438 title "Chiral Ruthenium(II)–Bis(2-oxazolin-2-yl)pyridine Complexes. Asymmetric Catalytic Cyclopropanation of Olefins and Diazoacetates" @default.
- W2016798438 cites W1524060584 @default.
- W2016798438 cites W1970262466 @default.
- W2016798438 cites W1971692273 @default.
- W2016798438 cites W1972765516 @default.
- W2016798438 cites W1977536237 @default.
- W2016798438 cites W1984673255 @default.
- W2016798438 cites W1989682538 @default.
- W2016798438 cites W1993111639 @default.
- W2016798438 cites W1997833502 @default.
- W2016798438 cites W1998369057 @default.
- W2016798438 cites W2006290001 @default.
- W2016798438 cites W2011062528 @default.
- W2016798438 cites W2013168793 @default.
- W2016798438 cites W2025403149 @default.
- W2016798438 cites W2027600257 @default.
- W2016798438 cites W2028076298 @default.
- W2016798438 cites W2033608769 @default.
- W2016798438 cites W2034861311 @default.
- W2016798438 cites W2048251154 @default.
- W2016798438 cites W2048366320 @default.
- W2016798438 cites W2050166845 @default.
- W2016798438 cites W2050613574 @default.
- W2016798438 cites W2060291238 @default.
- W2016798438 cites W2061782045 @default.
- W2016798438 cites W2062366240 @default.
- W2016798438 cites W2065500353 @default.
- W2016798438 cites W2066982651 @default.
- W2016798438 cites W2081047573 @default.
- W2016798438 cites W2088474661 @default.
- W2016798438 cites W2088550237 @default.
- W2016798438 cites W2106402584 @default.
- W2016798438 cites W2110467623 @default.
- W2016798438 cites W2111098227 @default.
- W2016798438 cites W2118923747 @default.
- W2016798438 cites W2144808448 @default.
- W2016798438 cites W2148568543 @default.
- W2016798438 cites W2149958161 @default.
- W2016798438 cites W2150430413 @default.
- W2016798438 cites W2152862614 @default.
- W2016798438 cites W2299602266 @default.
- W2016798438 cites W2315502708 @default.
- W2016798438 cites W2317660551 @default.
- W2016798438 cites W2949264648 @default.
- W2016798438 cites W2949405571 @default.
- W2016798438 cites W2949666687 @default.
- W2016798438 cites W2949936034 @default.
- W2016798438 cites W2950718566 @default.
- W2016798438 cites W2950822997 @default.
- W2016798438 cites W2951128258 @default.
- W2016798438 cites W2951711094 @default.
- W2016798438 cites W2951921505 @default.
- W2016798438 cites W2953370815 @default.
- W2016798438 doi "https://doi.org/10.1246/bcsj.68.1247" @default.
- W2016798438 hasPublicationYear "1995" @default.
- W2016798438 type Work @default.
- W2016798438 sameAs 2016798438 @default.
- W2016798438 citedByCount "233" @default.
- W2016798438 countsByYear W20167984382012 @default.
- W2016798438 countsByYear W20167984382013 @default.
- W2016798438 countsByYear W20167984382014 @default.
- W2016798438 countsByYear W20167984382015 @default.
- W2016798438 countsByYear W20167984382016 @default.
- W2016798438 countsByYear W20167984382017 @default.
- W2016798438 countsByYear W20167984382018 @default.
- W2016798438 countsByYear W20167984382019 @default.
- W2016798438 countsByYear W20167984382020 @default.
- W2016798438 countsByYear W20167984382022 @default.
- W2016798438 crossrefType "journal-article" @default.
- W2016798438 hasAuthorship W2016798438A5029753298 @default.
- W2016798438 hasAuthorship W2016798438A5039872054 @default.
- W2016798438 hasAuthorship W2016798438A5041771065 @default.
- W2016798438 hasAuthorship W2016798438A5077559548 @default.
- W2016798438 hasAuthorship W2016798438A5084454102 @default.
- W2016798438 hasAuthorship W2016798438A5090325884 @default.
- W2016798438 hasConcept C104264131 @default.
- W2016798438 hasConcept C155647269 @default.
- W2016798438 hasConcept C15920480 @default.
- W2016798438 hasConcept C161790260 @default.
- W2016798438 hasConcept C178790620 @default.
- W2016798438 hasConcept C185592680 @default.
- W2016798438 hasConcept C187921627 @default.
- W2016798438 hasConcept C2775944816 @default.
- W2016798438 hasConcept C2777052750 @default.
- W2016798438 hasConcept C2777566558 @default.
- W2016798438 hasConcept C2778597550 @default.
- W2016798438 hasConcept C2779200411 @default.
- W2016798438 hasConcept C2779485729 @default.