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Volumn 128, Issue 8, 2006, Pages 2556-2557

Rhodium-catalyzed asymmetric hydroarylation of diphenylphosphinylallenes with arylboronic acids

Author keywords

[No Author keywords available]

Indexed keywords

ALLENE DERIVATIVE; BORONIC ACID DERIVATIVE; DIOXANE; DIPHENYLPHOSPHINYLALLENE DERIVATIVE; PHOSPHINE DERIVATIVE; RHODIUM COMPLEX; SOLVENT; TETRAHYDROFURAN; UNCLASSIFIED DRUG;

EID: 33644650016     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja058763f     Document Type: Article
Times cited : (109)

References (47)
  • 17
    • 22944485617 scopus 로고    scopus 로고
    • (b) Ma, S. Chem. Rev. 2005, 105, 2829.
    • (2005) Chem. Rev. , vol.105 , pp. 2829
    • Ma, S.1
  • 18
    • 0000997168 scopus 로고    scopus 로고
    • For rhodium-catalyzed asymmetric arylation of activated alkenes via enantioselective protonation, see: (a) Reetz, M. T.; Moulin, D.; Gosberg, A. Org. Lett. 2001, 3, 4083.
    • (2001) Org. Lett. , vol.3 , pp. 4083
    • Reetz, M.T.1    Moulin, D.2    Gosberg, A.3
  • 23
    • 0347613016 scopus 로고    scopus 로고
    • For palladium-catalyzed asymmetric addition of Meldrum acids and azlactones to allenes, see: (a) Trost, B. M.; Jäkel, C.; Plietker, B. J. Am. Chem. Soc. 2003, 125, 4438.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 4438
    • Trost, B.M.1    Jäkel, C.2    Plietker, B.3
  • 24
    • 0000347345 scopus 로고
    • For palladium-catalyzed enantioselective hetero- and carboannulation involving allenes, see: (b) Larock, R. C.; Zenner, J. M. J. Org. Chem. 1995, 60, 482.
    • (1995) J. Org. Chem. , vol.60 , pp. 482
    • Larock, R.C.1    Zenner, J.M.2
  • 39
    • 1342345351 scopus 로고    scopus 로고
    • For representative examples of the synthesis of chiral allylic phosphine oxides, see: (a) Liron, F.; Knochel, P. Chem. Commun. 2004, 304.
    • (2004) Chem. Commun. , pp. 304
    • Liron, F.1    Knochel, P.2
  • 44
    • 0001591037 scopus 로고    scopus 로고
    • For examples of the synthesis of π-allylrhodium(I) complexes from rhodium complexes and allenes, see: (a) Osakada, K.; Choi, J.-C.; Yamamoto, T. J. Am. Chem. Soc. 1997, 119, 12390.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 12390
    • Osakada, K.1    Choi, J.-C.2    Yamamoto, T.3
  • 46
    • 33644644129 scopus 로고    scopus 로고
    • note
    • 2O gave (2-deuterio-3-p-tolylbut-3-en-2-yl)diphenylphosphine oxide 2a(D) (82% D) in 91% yield.
  • 47
    • 33644645073 scopus 로고    scopus 로고
    • note
    • A diphenylphosphinyl group may play an important role in the hydroarylation of allenes to obtain the desired adduct selectively. For example, the reaction of 1-methyl-1-(trimethylsilyl)allene with p-tolylboronic acid did not give the desired product at all under the same reaction conditions.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.