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Volumn 45, Issue 38, 2004, Pages 7107-7110

Synthesis of modified Weinreb amides: N-tert-butoxy-N-methylamides as effective acylating agents

Author keywords

Acylation; Aldehydes; Ketones; N Methyl O tert butylhydroxylamide; Weinreb amides

Indexed keywords

ALDEHYDE; AMIDE; HYDROXYLAMINE; KETONE; ORGANOLITHIUM COMPOUND;

EID: 4444383097     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.07.106     Document Type: Article
Times cited : (36)

References (25)
  • 15
    • 0033591154 scopus 로고    scopus 로고
    • For selected examples: (a) Keck, G. E.; McHardy, S. F.; Murry, J. A. Tetrahedron Lett. 1993, 34, 6215-6218; (b) Anderson, J. C.; Flaherty, A.; Swarbrick, M. E. J. Org. Chem. 2000, 65, 9152-9156; (c) Selvamurugan, V.; Aidhen, I. S. Tetrahedron 2001, 57, 6065-6069; (d) Selnick, H. G.; Bourgeois, M. L.; Butcher, J. W.; Radzilowsli, E. M. Tetrahedron Lett. 1993, 34, 2043-2046; (e) Sibi, M. P.; Sharma, R.; Paulson, K. L. Tetrahedron Lett. 1992, 33, 1941-1944; (f) Romo, D.; Johnson, D. D.; Plamondon, L.; Miwa, T.; Schreiber, S. L. J. Org. Chem. 1992, 57, 5060-5063; (g) Birbeck, A. A.; Enders, D. Tetrahedron Lett. 1998, 39, 7823-7826; (h) Alberola, A.; Ortega, A. G.; Sadába, M. L.; Sañudo, C. Tetrahedron 1999, 55, 6555-6566; (i) Tius, M. A.; Bush-Petersen, J. Synlett 1997, 531-532.
    • (1999) Tetrahedron , vol.55 , pp. 6555-6566
    • Alberola, A.1    Ortega, A.G.2    Sadäba, M.L.3    Sañudo, C.4
  • 18
    • 0027173285 scopus 로고
    • This procedure takes advantage of water soluble palladium(0) catalysts developed in our laboratory: J.-P. Genét, E. Blart, M. Savignac, S. Lemeune, and J.-M. Paris Tetrahedron Lett. 34 1993 4189 4192 and the use of sodium borohydride as allyl scavenger:
    • (1993) Tetrahedron Lett. , vol.34 , pp. 4189-4192
    • Genét, J.-P.1    Blart, E.2    Savignac, M.3    Lemeune, S.4    Paris, J.-M.5
  • 21
    • 4444381033 scopus 로고    scopus 로고
    • note
    • 3: C 59.66, H 6.12, N 7.73, found C 59.49, H 6.15, N 7.71
  • 22
    • 4444380427 scopus 로고    scopus 로고
    • note
    • 3: C 65.80, H 8.07, N 5.90, found C 65.76, H 8.07, N 5.97
  • 23
    • 4444299859 scopus 로고    scopus 로고
    • note
    • +
  • 24
    • 0037161802 scopus 로고    scopus 로고
    • For the formation of compound 23, the following mechanism can be postulated: For similar rearrangements, see: A.G. Pepper, G. Procter, and M. Voyle Chem. Commun. 9 2002 1066 1067
    • (2002) Chem. Commun. , vol.9 , pp. 1066-1067
    • Pepper, A.G.1    Procter, G.2    Voyle, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.