FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2019959898> ?p ?o ?g. }

• W2019959898 endingPage "11992" @default.
• W2019959898 startingPage "11988" @default.
• W2019959898 abstract "The catalytic asymmetric aza-Morita-Baylis-Hillman reaction using unactivated methyl acrylate is described. A simple Lewis acidic metal catalyst, such as La(OTf)(3), was not suitable for the reaction, but rare earth metal alkoxide/linked-BINOL complexes possessing bifunctional Lewis acid and Brønsted base properties efficiently promoted the reaction in combination with an achiral nucleophilic organocatalyst. The combined use of a La(O-iPr)(3)/(S,S)-TMS-linked-BINOL complex with a catalytic amount of DABCO promoted the aza-Morita-Baylis-Hillman reaction of a broad range of N-diphenylphosphinoyl imines. Products from aryl, heteroaryl, and alkenyl imines were obtained in 67-99% yield and 81-95% ee. It is noteworthy that isomerizable alkyl imines could be employed as well, giving products in 78-89% yield and 94-98% ee. Initial rate kinetic studies as well as kinetic isotope effect experiments using alpha-deuterio-methyl acrylate support the importance of both the nucleophilicity of La-enolate and the Brønsted basicity of a La-catalyst for promoting the reaction." @default.
• W2019959898 created "2016-06-24" @default.
• W2019959898 creator A5000178745 @default.
• W2019959898 creator A5012101296 @default.
• W2019959898 creator A5025752165 @default.
• W2019959898 creator A5039224020 @default.
• W2019959898 creator A5056912792 @default.
• W2019959898 creator A5065791689 @default.
• W2019959898 creator A5081497939 @default.
• W2019959898 date "2010-08-06" @default.
• W2019959898 modified "2023-10-16" @default.
• W2019959898 title "Catalytic Asymmetric Aza-Morita−Baylis−Hillman Reaction of Methyl Acrylate: Role of a Bifunctional La(O-iPr)3/Linked-BINOL Complex" @default.
• W2019959898 cites W1975410532 @default.
• W2019959898 cites W1975487726 @default.
• W2019959898 cites W1976848947 @default.
• W2019959898 cites W1992346825 @default.
• W2019959898 cites W2005619234 @default.
• W2019959898 cites W2012659435 @default.
• W2019959898 cites W2018378143 @default.
• W2019959898 cites W2035883768 @default.
• W2019959898 cites W2043493233 @default.
• W2019959898 cites W2049468611 @default.
• W2019959898 cites W2052280336 @default.
• W2019959898 cites W2066336698 @default.
• W2019959898 cites W2068769442 @default.
• W2019959898 cites W2068817746 @default.
• W2019959898 cites W2087583762 @default.
• W2019959898 cites W2091351146 @default.
• W2019959898 cites W2101908791 @default.
• W2019959898 cites W2102711656 @default.
• W2019959898 cites W2102724423 @default.
• W2019959898 cites W2104316965 @default.
• W2019959898 cites W2110808696 @default.
• W2019959898 cites W2112334132 @default.
• W2019959898 cites W2115184192 @default.
• W2019959898 cites W2119920478 @default.
• W2019959898 cites W2121265473 @default.
• W2019959898 cites W2122948038 @default.
• W2019959898 cites W2125341573 @default.
• W2019959898 cites W2129893324 @default.
• W2019959898 cites W2135566975 @default.
• W2019959898 cites W2144550306 @default.
• W2019959898 cites W2950008848 @default.
• W2019959898 cites W2950162494 @default.
• W2019959898 cites W2952189082 @default.
• W2019959898 cites W3105928975 @default.
• W2019959898 doi "https://doi.org/10.1021/ja103294a" @default.
• W2019959898 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/20690698" @default.
• W2019959898 hasPublicationYear "2010" @default.
• W2019959898 type Work @default.
• W2019959898 sameAs 2019959898 @default.
• W2019959898 citedByCount "76" @default.
• W2019959898 countsByYear W20199598982012 @default.
• W2019959898 countsByYear W20199598982013 @default.
• W2019959898 countsByYear W20199598982014 @default.
• W2019959898 countsByYear W20199598982015 @default.
• W2019959898 countsByYear W20199598982016 @default.
• W2019959898 countsByYear W20199598982017 @default.
• W2019959898 countsByYear W20199598982018 @default.
• W2019959898 countsByYear W20199598982019 @default.
• W2019959898 countsByYear W20199598982020 @default.
• W2019959898 countsByYear W20199598982021 @default.
• W2019959898 countsByYear W20199598982022 @default.
• W2019959898 countsByYear W20199598982023 @default.
• W2019959898 crossrefType "journal-article" @default.
• W2019959898 hasAuthorship W2019959898A5000178745 @default.
• W2019959898 hasAuthorship W2019959898A5012101296 @default.
• W2019959898 hasAuthorship W2019959898A5025752165 @default.
• W2019959898 hasAuthorship W2019959898A5039224020 @default.
• W2019959898 hasAuthorship W2019959898A5056912792 @default.
• W2019959898 hasAuthorship W2019959898A5065791689 @default.
• W2019959898 hasAuthorship W2019959898A5081497939 @default.
• W2019959898 hasConcept C134121241 @default.
• W2019959898 hasConcept C146686406 @default.
• W2019959898 hasConcept C155647269 @default.
• W2019959898 hasConcept C15920480 @default.
• W2019959898 hasConcept C161790260 @default.
• W2019959898 hasConcept C163638829 @default.
• W2019959898 hasConcept C166940927 @default.
• W2019959898 hasConcept C178790620 @default.
• W2019959898 hasConcept C178907741 @default.
• W2019959898 hasConcept C185592680 @default.
• W2019959898 hasConcept C191897082 @default.
• W2019959898 hasConcept C192562407 @default.
• W2019959898 hasConcept C20774148 @default.
• W2019959898 hasConcept C2775995839 @default.
• W2019959898 hasConcept C2777579429 @default.
• W2019959898 hasConcept C2778004933 @default.
• W2019959898 hasConcept C2779989194 @default.
• W2019959898 hasConcept C2780443040 @default.
• W2019959898 hasConcept C50027330 @default.
• W2019959898 hasConcept C521977710 @default.
• W2019959898 hasConcept C66972969 @default.
• W2019959898 hasConcept C79878483 @default.
• W2019959898 hasConceptScore W2019959898C134121241 @default.
• W2019959898 hasConceptScore W2019959898C146686406 @default.
• W2019959898 hasConceptScore W2019959898C155647269 @default.
• W2019959898 hasConceptScore W2019959898C15920480 @default.

• next