메뉴 건너뛰기




Volumn 10, Issue 19, 2012, Pages 3812-3814

Flexible synthesis of montanine-like alkaloids: Revisiting the structure of montabuphine

Author keywords

[No Author keywords available]

Indexed keywords

STRUCTURE ELUCIDATION; SYNTHETIC STRATEGIES;

EID: 84860356628     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c2ob25374g     Document Type: Article
Times cited : (11)

References (29)
  • 1
    • 77957033352 scopus 로고
    • The Amaryllidaceae Alkaloids
    • in, ed. A. Brossi, Academic Press, San Diego, p. 252
    • S. F. Martin, The Amaryllidaceae Alkaloids, in The Alkaloids, ed., A. Brossi, Academic Press, San Diego, 1987, vol. 30, p. 252
    • (1987) The Alkaloids , vol.30
    • Martin, S.F.1
  • 2
    • 77956708370 scopus 로고    scopus 로고
    • The Amaryllidaceae Alkaloids
    • in, ed. G. A. Cordell, Academic Press, San Diego, p. 323. For a recent review, see
    • O. Hoshino, The Amaryllidaceae Alkaloids, in The Alkaloids, ed., G. A. Cordell, Academic Press, San Diego, 1998, vol. 51, p. 323
    • (1998) The Alkaloids , vol.51
    • Hoshino, O.1
  • 3
    • 80052059081 scopus 로고    scopus 로고
    • references cited therein
    • Z. Jin Nat. Prod. Rep. 2011 28 1126
    • (2011) Nat. Prod. Rep. , vol.28 , pp. 1126
    • Jin, Z.1
  • 25
    • 0028794812 scopus 로고
    • There is an uncertainty about the C4a stereochemistry. In the original structure elucidation paper, Codina did not define the stereochemistry at C4a. Banwell synthesized the structure with the C4a hydrogen orientated cis to the aromatic ring. While in Pandey's paper, they draw the structure of montabuphine with the C4a hydrogen orientated trans to the aromatic moiety; see ref. 3q Recently Szabó published the first carbon-carbon cross coupling of vinyl epoxides with organoboronic acids catalyzed by palladium pincer complex. Only one example involving cyclic vinyl epoxide was reported, however with poor regioselectivity (2:1). See
    • F. Viladomat J. Bastida C. Codina W. Campbell S. Mathee Phytochemistry 1995 40 307
    • (1995) Phytochemistry , vol.40 , pp. 307
    • Viladomat, F.1    Bastida, J.2    Codina, C.3    Campbell, W.4    Mathee, S.5
  • 27
    • 33845420852 scopus 로고    scopus 로고
    • Recently, You's group reported an asymmetric synthesis of intermediate 9a, see
    • F.-X. Felpin Tetrahedron Lett. 2007 48 409
    • (2007) Tetrahedron Lett. , vol.48 , pp. 409
    • Felpin, F.-X.1
  • 28
    • 80054739405 scopus 로고    scopus 로고
    • 867573 CCDC (for 11), CCDC 867574 (for 12), CCDC 867575 (for 14b), CCDC 871431 (for 14c) and CCDC 867576 (for 15b) contain the supplementary crystallographic data for this paper
    • Q. Gu S.-L. You Chem. Sci. 2011 2 1519
    • (2011) Chem. Sci. , vol.2 , pp. 1519
    • Gu, Q.1    You, S.-L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.