7-METHYL-TRICYCLO[5.3.0.0/1,6]DECA-2,4-DIEN-8-ONES - THE 1ST EXAMPLES OF TRICYCLONORCARADIENONES IN TAUTOMERIC EQUILIBRIUM WITH THE 7-METHYL-BICYCLO[5.3.0]1,3,5-DECATRIEN-8-ONES

被引:22
作者
SABA, A
机构
[1] Dipartimento di Chimica, 1-07100 Sassari, Via Vienna
关键词
D O I
10.1016/S0040-4039(00)97700-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Introduction of a methyl group at the C7 position of bicyclo[5.3.0.] 1,3,5-decatrien-8-one results in a stabilization of the norcaradienic structure which causes equilibrium between the two cyclotautomers whose populations were determined in the case of 3c. © 1990.
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页码:4657 / 4660
页数:4
相关论文
共 19 条
[1]   CYCLIC PEROXIDE SERIES .88. REACTION OF 7-SUBSTITUTED CYCLOHEPTATRIENES WITH SINGLET OXYGEN AND "4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE [J].
ADAM, W ;
BALCI, M ;
PIETRZAK, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (21) :6285-6291
[2]   THERMOLYSIS AND COTPP-CATALYZED REARRANGEMENT OF ENDOPEROXIDES DERIVED FROM 2,3-DIHYDRO-1 (H-2) AZULENONE - A NEW ENDOPEROXIDE-ENDOPEROXIDE REARRANGEMENT [J].
AKBULUT, N ;
MENZEK, A ;
BALCI, M .
TETRAHEDRON LETTERS, 1987, 28 (15) :1689-1692
[3]  
ARANO K, 1982, J ORG CHEM, V47, P3736
[5]  
CONSTANTINO A, 1970, B SOC CHIM FR, P907
[6]  
CROW G, 1973, J ORG CHEM, V38, P3094
[7]   HIGH-PRESSURE ADDITION-REACTIONS INVOLVING CYCLOHEPTATRIENE NORCARADIENE EQUILIBRIUM [J].
JENNER, G ;
PAPADOPOULOS, M .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (05) :585-589
[8]  
MAYER G, 1967, ANGEW CHEM INT EDIT, V6, P402
[9]   EFFICIENT SYNTHESIS OF BICYCLO[5.3.0]DECATRIENONES AND OF 2-TETRALONES VIA RHODIUM(II) ACETATE-CATALYSED CYCLIZATION OF ALPHA-DIAZOKETONES DERIVED FROM 3-ARYLPROPIONIC ACIDS [J].
MCKERVEY, MA ;
TULADHAR, SM ;
TWOHIG, MF .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (02) :129-130
[10]   CYCLOHEPTATRIENE FURANONES AND BICYCLO[5.3.0]DECATRIENONE - UNUSUAL CYCLOADDITION WITH 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE (PTAD) [J].
SABA, A ;
DELUCCHI, O .
HETEROCYCLES, 1987, 26 (09) :2339-2342