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Volumn 10, Issue 30, 2012, Pages 6003-6009

Synthesis of isoxazoles en route to semi-aromatized polyketides: Dehydrogenation of benzonitrile oxide-para-quinone acetal cycloadducts

Author keywords

[No Author keywords available]

Indexed keywords

1 ,3-DIPOLARCYCLOADDITION; BENZONITRILES; CYCLOADDUCTS; EN-ROUTE; FUNCTIONALIZED; ISOXAZOLES; POLYKETIDES; REGIO-SELECTIVE; TWO-STEP PROTOCOL;

EID: 84863946698     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c2ob25423a     Document Type: Article
Times cited : (19)

References (48)
  • 47
    • 0000565676 scopus 로고
    • It should be noted that presence of the dimethyl acetal was essential to prevent the undesired overreaction, while the reaction of 2a with 11 with an ethylene acetal led to an enhanced yield of the corresponding bisisoxazoline 13 (83%).
    • Y. Tamura T. Yakura J. Haruta Y. Kita J. Org. Chem. 1987 52 3927 3930
    • (1987) J. Org. Chem. , vol.52 , pp. 3927-3930
    • Tamura, Y.1    Yakura, T.2    Haruta, J.3    Kita, Y.4
  • 48
    • 0037459865 scopus 로고    scopus 로고
    • X-Ray crystal structures of nitrile oxides 2a and 2c suggested the possible buttressing interaction of the methoxy group on the C5 position by two points: (1) while the ring system of the acetal in 2c is oriented to the CNO side, that in 2a lies on the opposite side, and (2) judging from the narrower bond angles of C2-C1-C7 and N-C7-C1 in 2c (116.9° and 168.9°, respectively) than those in 2a (118.5° and 171.2°, respectively), the CNO group in 2c may be forced to lie closer to the C2 side.
    • J. W. Bode K. Suzuki Tetrahedron Lett. 2003 44 3559 3563
    • (2003) Tetrahedron Lett. , vol.44 , pp. 3559-3563
    • Bode, J.W.1    Suzuki, K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.