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Volumn 3, Issue 21, 2001, Pages 3269-3271

Regioselective and enantiospecific rhodium-catalyzed allylic amination with N-(arylsulfonyl)anilines

Author keywords

[No Author keywords available]

Indexed keywords

ANILINE DERIVATIVE; INDOLE DERIVATIVE; QUINOLINE DERIVATIVE; RHODIUM; SULFONAMIDE;

EID: 0035909588     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol016467b     Document Type: Article
Times cited : (88)

References (42)
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    • (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 2046
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    • Wiley: New York
    • Tsuji, J. In Palladium Reagents and Catalysts; Wiley: New York, 1996; pp 290-404. For a recent reviews on allylic animation, see: (a) Johannsen, M.; Jørgensen, K. A. Chem. Rev. 1998, 98, 1689.
    • (1996) Palladium Reagents and Catalysts , pp. 290-404
    • Tsuji, J.1
  • 12
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    • Tsuji, J. In Palladium Reagents and Catalysts; Wiley: New York, 1996; pp 290-404. For a recent reviews on allylic animation, see: (a) Johannsen, M.; Jørgensen, K. A. Chem. Rev. 1998, 98, 1689.
    • (1998) Chem. Rev. , vol.98 , pp. 1689
    • Johannsen, M.1    Jørgensen, K.A.2
  • 17
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    • (d) Massacret, M.; Lhoste, P.; Sinou, D. Eur. J. Org. Chem. 1999, 129. For the Pd-catalyzed amination of vinyl epoxides with anilines, see: Moreno-Mantilas, M.; Morral, L.; Pleixats, R.; Villarroya, S. Eur. J. Org. Chem. 1999, 181.
    • (1999) Eur. J. Org. Chem. , pp. 129
    • Massacret, M.1    Lhoste, P.2    Sinou, D.3
  • 30
    • 0042773345 scopus 로고    scopus 로고
    • note
    • The retention of absolute configuration in the rhodium-catalyzed allylic amination was assigned by the comparison of (R)-2f prepared from (A)-1f (Scheme 1) with (S)-2f prepared via Mitsunobu inversion of the allylic alcohol (R)-1f́ with N-4-methoxybenzenesulfonyl toluidine. equation presented
  • 31
    • 0041771438 scopus 로고    scopus 로고
    • note
    • 7c
  • 32
    • 0043274640 scopus 로고    scopus 로고
    • note
    • Although β-branching is tolerated, α-branching leads to significantly reduced secondary selectivity. The allylic animation of the isopropyl derived allylic carbonate I furnished the allylic animation products II/III as a 1:2 mixture favoring the primary product III. equation presented
  • 33
    • 0000458209 scopus 로고
    • For an excellent review on substrate-directable chemical reactions, see: Hoveyda, A. H.; Evans, D. A.; Fu, G. C. Chem. Rev. 1993, 93, 1307.
    • (1993) Chem. Rev. , vol.93 , pp. 1307
    • Hoveyda, A.H.1    Evans, D.A.2    Fu, G.C.3
  • 38
    • 0344006321 scopus 로고    scopus 로고
    • and pertinent references cited therein
    • (e) Fürstner, A. Angew. Chem., Int. Ed. 2000, 39, 3013 and pertinent references cited therein.
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 3013
    • Fürstner, A.1
  • 42
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    • For a related approach to dihydrobenzo[b]indoline derivatives, see: Patro, B.; Murphy, J. A. Org. Lett. 2000, 2, 3599.
    • (2000) Org. Lett. , vol.2 , pp. 3599
    • Patro, B.1    Murphy, J.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.