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Volumn 37, Issue 13, 1996, Pages 2145-2148

Synthesis of a Mexican bean beetle azamacrolide allomone via a novel lactam to lactone ring expansion

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; LACTONE DERIVATIVE; MACROCYCLIC COMPOUND;

EID: 0029916431     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00234-1     Document Type: Article
Times cited : (11)

References (27)
  • 2
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    • Attygalle, A.B.; McCormick, K.D.; Blankespoor, C.L.; Eisner, T.; Meinwald, J. Proc. Natl. Acad. Sci. USA 1993, 90, 5204. The biosynthesis of epilachnene (2) has also been studied: Attygalle, A.B.; Blankespoor, C.L.; Eisner, T.; Meinwald, J. Proc. Natl. Acad. Sci. USA 1994, 97, 12790.
    • (1994) Proc. Natl. Acad. Sci. USA , vol.97 , pp. 12790
    • Attygalle, A.B.1    Blankespoor, C.L.2    Eisner, T.3    Meinwald, J.4
  • 6
    • 85030194243 scopus 로고    scopus 로고
    • private communication. See accompanying Letter. We thank Professor Meinwald for communicating his results to us and for agreeing to joint publication
    • Meinwald, J. private communication. See accompanying Letter. We thank Professor Meinwald for communicating his results to us and for agreeing to joint publication.
    • Meinwald, J.1
  • 7
    • 0343501021 scopus 로고
    • Subsequent to the completion of most of this work, we became aware of a related ring expansion of N-hydroxyalkyl-2-piperidones under different conditions and requiring several steps: Yoshifuji, S.; Tanaka, K.; Arata, Y. Tetrahedron Lett. 1979, 809.
    • (1979) Tetrahedron Lett. , pp. 809
    • Yoshifuji, S.1    Tanaka, K.2    Arata, Y.3
  • 13
    • 0027521367 scopus 로고
    • (a) For a review of ring expansion reactions giving medium-sized rings, see Roxburgh, C.J. Tetrahedron 1993, 49, 10749.
    • (1993) Tetrahedron , vol.49 , pp. 10749
    • Roxburgh, C.J.1
  • 14
    • 0029071193 scopus 로고
    • (b) For a review of the synthesis of large rings, see Roxburgh, C.J. Tetrahedron 1995, 51, 9767.
    • (1995) Tetrahedron , vol.51 , pp. 9767
    • Roxburgh, C.J.1
  • 19
    • 85030191839 scopus 로고    scopus 로고
    • note
    • 3: 254.1882. Found: 254.1881.
  • 21
    • 85030192425 scopus 로고    scopus 로고
    • note
    • 1: 183.1754. Found: 183.1748.
  • 22
    • 0342630825 scopus 로고
    • Olah, G.A.; Fung, A.P. Synthesis 1979, 537. For an independent discovery of this method, see Reddy, R.P.; Reddy, V.R.N.; Ravindranath, A.; Ramaiah, T.S. Ind. J. Chem. 1989, 28B, 850.
    • (1979) Synthesis , vol.537
    • Olah, G.A.1    Fung, A.P.2
  • 24
    • 85030194234 scopus 로고    scopus 로고
    • note
    • 1: C, 73.04; H, 11.75; N, 7.10. Found: C, 72.85, H, 11.63; N, 7.06.
  • 25
    • 85030196678 scopus 로고    scopus 로고
    • note
    • 1: 237.2093. Found: 237.2092.
  • 26
    • 85030188909 scopus 로고    scopus 로고
    • note
    • 2: 241.2044. Found: 241.2041.
  • 27
    • 85030192718 scopus 로고    scopus 로고
    • note
    • +), 226, 199, 198 (100), 170, 142, 116, 99, 97, 72, 55.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.