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Volumn 76, Issue 10, 2011, Pages 4132-4138

Regioselective semihydrogenation of dienes

Author keywords

[No Author keywords available]

Indexed keywords

ONE POT; PROTECTIVE GROUP; REGIO-SELECTIVE; SEMIHYDROGENATION;

EID: 79956119745     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo200262r     Document Type: Article
Times cited : (13)

References (29)
  • 11
    • 0001289318 scopus 로고
    • Note: approximate yield is extrapolated from limited information provided in this paper. A semihydrogenation of vinylcyclohexene was also reported
    • Nicholas, K. M. J. Am. Chem. Soc. 1975, 97, 3254. Note: approximate yield is extrapolated from limited information provided in this paper. A semihydrogenation of vinylcyclohexene was also reported
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 3254
    • Nicholas, K.M.1
  • 13
    • 1842483218 scopus 로고    scopus 로고
    • For leading reviews on the following strategies, please see the following. Enyne metathesis:;, Wittig olefination:; Chem. Rev. 1989, 89, 863 Pericyclic rections: Pericyclic Reactions-A Textbook: Reactions, Applications, and Theory; Wiley-VCH: New York, 2005. Diene reactivity
    • For leading reviews on the following strategies, please see the following. Enyne metathesis: Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382 Wittig olefination: Maryanoff, B. E.; Reitz, A. B. Chem. Rev. 1989, 89, 863 Pericyclic rections: Sankararaman, S. Pericyclic Reactions-A Textbook: Reactions, Applications, and Theory; Wiley-VCH: New York, 2005. Diene reactivity
    • (2004) Chem. Rev. , vol.104 , pp. 1317-1382
    • Diver, S.T.1    Giessert, A.J.2    Maryanoff, B.E.3    Reitz, A.B.4    Sankararaman, S.5
  • 20
    • 0001403744 scopus 로고
    • Due to facile air oxidation of trialkylboranes (Brown, H. C.; Midland, M. M.; Kabalka, G. W. J. Am. Chem. Soc. 1971, 93, 1024) care must be taken to rigorously exclude oxygen during the hydrogenation step. We have found the Firestone valve (Ace Glass, Inc.) to be of particular use in such air-sensitive reactions
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 1024
    • Brown, H.C.1    Midland, M.M.2    Kabalka, G.W.3
  • 21
    • 79956115822 scopus 로고    scopus 로고
    • Both benzaldehyde and p -nitrobenzaldehyde were capable oxidizing agents but were slower than MNP
    • Both benzaldehyde and p -nitrobenzaldehyde were capable oxidizing agents but were slower than MNP.


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