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Volumn 66, Issue 33, 2010, Pages 6391-6398

A Diels-Alder route to angularly functionalized bicyclic structures

Author keywords

[No Author keywords available]

Indexed keywords

3,4 DIMETHYL 6 NITROBICYCLO[4.3.0]DNON 3 EN 1 CARBONITRILE; 3,4 DIMETHYL 6 NITROBICYCLO[4.4.0]DEC 3 EN 1 CARBONITRILE; 9A NITRO 1,2,3,4,4A,5,6,7,8,9,9A,10 DODECAHYDROANTHRACENE 4A CARBONITRILE; ALLYL 7A CYANO 5,6 DIMETHYL 2,3,3A,4,7,7A HEXAHYDRO 1H INDEN 3A YLCARBAMATE; ALLYL 8A CYANO 6,7 DIMETHYL 1,2,3,4,4A,5,8,8A OCTAHYDRONAPHTHALEN 4A YLCARBAMATE; AMINE; UNCLASSIFIED DRUG;

EID: 77955656528     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.04.094     Document Type: Article
Times cited : (15)

References (27)
  • 1
    • 32644439884 scopus 로고    scopus 로고
    • For recent reviews, see
    • For recent reviews, see: (a) B.M. Trost, and C. Jiang Synthesis 2006 369 396
    • (2006) Synthesis , pp. 369-396
    • Trost, B.M.1    Jiang, C.2
  • 5
    • 74749093639 scopus 로고
    • For examples of Diels-Alder reactions of cyclohexenecarboxaldehyde or its corresponding acetal to obtain cis-fused bicyclic ring system with all-carbon quaternary center on the bridgehead, see:
    • For examples of Diels-Alder reactions of cyclohexenecarboxaldehyde or its corresponding acetal to obtain cis-fused bicyclic ring system with all-carbon quaternary center on the bridgehead, see: (a) J. Szmuszkowicz, and E.D. Bergmann Bull. Res. Counc. Israel 3 1953 93 95
    • (1953) Bull. Res. Counc. Israel , vol.3 , pp. 93-95
    • Szmuszkowicz, J.1    Bergmann, E.D.2
  • 8
    • 0037073206 scopus 로고    scopus 로고
    • Most examples of tetrasubstituted cyclic dienophiles are limited to quinone and maleic anhydride derivatives. For examples, see
    • Most examples of tetrasubstituted cyclic dienophiles are limited to quinone and maleic anhydride derivatives. For examples, see: (a) O. Kwon, S.B. Park, and S.L. Schreiber J. Am. Chem. Soc. 124 2002 13402 13404
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 13402-13404
    • Kwon, O.1    Park, S.B.2    Schreiber, S.L.3
  • 13
    • 77955655043 scopus 로고    scopus 로고
    • note
    • 2Me) with a range of dienes were unsuccessful.
  • 18
    • 77955656271 scopus 로고    scopus 로고
    • note
    • 3OH, room temperature, 2 h, 94%). For details, see Experimental section.
  • 19
    • 77955657257 scopus 로고    scopus 로고
    • note
    • The operative dienophile formally corresponds to either (i) or (ii), in principle derivable from the thermolysis of 11 via cyclization, tautomerization, and dehydration in a sequence, which has not been defined.
  • 22
    • 84986847987 scopus 로고
    • 13C NMR. For the analytical data of the cis-isomers, see Ref. 3c. In accord with Casadevall's observation, the ring junction carbons of trans-fused 30a and 31a are more deshielded than those of cis-fused 30b and 31b
    • 13C NMR. For the analytical data of the cis-isomers, see Ref. 3c. In accord with Casadevall's observation, the ring junction carbons of trans-fused 30a and 31a are more deshielded than those of cis-fused 30b and 31b: P. Metzger, E. Casadevall, and M.J. Pouet Org. Magn. Reson. 19 1982 229 234
    • (1982) Org. Magn. Reson. , vol.19 , pp. 229-234
    • Metzger, P.1    Casadevall, E.2    Pouet, M.J.3
  • 23
    • 77955661169 scopus 로고    scopus 로고
    • note
    • 2 Diastereomeric ratios were estimated by the integration of the methine carbon signals.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.