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Volumn 5, Issue 5, 2014, Pages 1974-1982

Catalytic kinetic resolution of a dynamic racemate: Highly stereoselective β-lactone formation by N-heterocyclic carbene catalysis

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CATALYSTS; HYDROGEN BONDS; KETONES; KINETICS; ORGANIC COMPOUNDS;

EID: 84962396719     PISSN: 20416520     EISSN: 20416539     Source Type: Journal    
DOI: 10.1039/c4sc00317a     Document Type: Article
Times cited : (62)

References (154)
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    • These DKR processes rely on the rapid interconversion of the two enantiomers through the achiral enol intermediate
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    • (2011) Adv. Synth. Catal. , vol.353 , pp. 659-676
    • Pellissier, H.1
  • 113
    • 84872112660 scopus 로고    scopus 로고
    • For a DKR process involving sequential iminium ion catalysis and NHC catalysis, see
    • L. Candish D. W. Lupton J. Am. Chem. Soc. 2013 135 58 61
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 58-61
    • Candish, L.1    Lupton, D.W.2
  • 114
    • 80052744144 scopus 로고    scopus 로고
    • In this work, the NHC does not interact with a racemic mixture. Iminium ion catalysis presumably establishes the first stereocenter and the subsequent carbene catalysis step involves a second asymmetric, diastereoselective bond-forming event
    • K. E. Ozboya T. Rovis Chem. Sci. 2011 2 1835 1838
    • (2011) Chem. Sci. , vol.2 , pp. 1835-1838
    • Ozboya, K.E.1    Rovis, T.2
  • 120
    • 84861797400 scopus 로고    scopus 로고
    • For a review on all computational studies of organocatalysis, including NHC-catalysis see
    • Y. Reddi R. B. Sunoj Org. Lett. 2012 14 2810 2813
    • (2012) Org. Lett. , vol.14 , pp. 2810-2813
    • Reddi, Y.1    Sunoj, R.B.2
  • 135
    • 84880616556 scopus 로고    scopus 로고
    • The role of conjugative stabilization of electrophiles in determining stereocontrol is, to our knowledge, unprecedented. However, the role of conjugative stabilization of nucleophiles in determining stereocontrol has been reported
    • R. C. Johnston P. H.-Y. Cheong Org. Biomol. Chem. 2013 11 5057 5064
    • (2013) Org. Biomol. Chem. , vol.11 , pp. 5057-5064
    • Johnston, R.C.1    Cheong, P.H.-Y.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.