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Volumn 13, Issue 6, 2011, Pages 1330-1333

Chirality transfer in Au-catalyzed cyclization reactions of monoallylic diols: Selective access to specific enantiomers based on olefin geometry

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ALLYL ALCOHOL; GOLD; PROPANOL; PYRAN DERIVATIVE;

EID: 79952577871     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol200203k     Document Type: Article
Times cited : (74)

References (66)
  • 10
    • 79952601425 scopus 로고    scopus 로고
    • In comparison to reactions of alkynes and allenes, elevated temperatures and prolonged reaction times are typically required for alkenes. For representative examples see refs 1 and 4.
    • In comparison to reactions of alkynes and allenes, elevated temperatures and prolonged reaction times are typically required for alkenes. For representative examples see refs 1 and 4.
  • 11
    • 51049097913 scopus 로고    scopus 로고
    • Au-catalyzed cycloisomerization reactions of enynes have been extensively reported, but the catalyst activates the alkyne component in these substrates. For leading references, see:, Additionally, selective addition to enantiotopic alkynes has been explored: Chem.-Eur. J. 2009, 15, 13318
    • Au-catalyzed cycloisomerization reactions of enynes have been extensively reported, but the catalyst activates the alkyne component in these substrates. For leading references, see: Jimenez-Nunez, E.; Echavarren, A. M. Chem. Rev. 2008, 108, 3326 Additionally, selective addition to enantiotopic alkynes has been explored: Hashmi, A. S. K.; Hamzic, M.; Rominger, F.; Bats, J. W. Chem.-Eur. J. 2009, 15, 13318
    • (2008) Chem. Rev. , vol.108 , pp. 3326
    • Jimenez-Nunez, E.1    Echavarren, A.M.2    Hashmi, A.S.K.3    Hamzic, M.4    Rominger, F.5    Bats, J.W.6
  • 24
    • 33845263000 scopus 로고    scopus 로고
    • For examples of selective addition to norbornene, see refs 4a, 4b, 4g, 4e. For diastereoselective reactions, see: Bender, C. F.; Widenhoefer, R. A. Org. Lett. 2006, 8, 5303
    • (2006) Org. Lett. , vol.8 , pp. 5303
    • Bender, C.F.1    Widenhoefer, R.A.2
  • 64
    • 79952577664 scopus 로고    scopus 로고
    • Widenhoefer recently reported an amination reaction of a chiral allylic alcohol where both enantiomer/olefin isomer combinations were observed. See ref 6e.
    • Widenhoefer recently reported an amination reaction of a chiral allylic alcohol where both enantiomer/olefin isomer combinations were observed. See ref 6e.
  • 65
    • 78449247877 scopus 로고    scopus 로고
    • Recent computational studies support the anti- addition mechanism for addition to alkynes
    • Recent computational studies support the anti- addition mechanism for addition to alkynes: Krauter, C. M.; Hashmi, A. S. K.; Pernpointner, M. ChemCatChem 2010, 2, 1226
    • (2010) ChemCatChem , vol.2 , pp. 1226
    • Krauter, C.M.1    Hashmi, A.S.K.2    Pernpointner, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.