Tandem 1,3-dipolar cycloadditions of munchnones. Syntheses and molecular structures of 10-azatetracyclo[6.3.0.0(4,11).0(5,9)]undecanes and azahomopentaprismane

被引:9
作者
Gribble, GW [1 ]
Sponholtz, WR [1 ]
Switzer, FL [1 ]
DAmato, FJ [1 ]
Byrn, MP [1 ]
机构
[1] UNIV CALIF LOS ANGELES,JD MCCULLOUGH XRAY CRYSTALLOG LAB,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90095
关键词
D O I
10.1039/a700857k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photocyclization of 10-benzyl-9,11-diphenyl-10-azatetracyclo[6.3.0.0(4,11).0(5,9)] undeca-2,6-diene 11, prepared in one step from munchnone 7 and cycloocta-1,3,5,7-tetraene 10, gives azahomopentaprismane 12.
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页码:993 / 994
页数:2
相关论文
共 18 条
[1]   THE USE OF N-ETHYL-N'-DIMETHYLAMINOPROPYLCARBODIIMIDE OR SILICON TETRACHLORIDE IN PYRROLE SYNTHESES [J].
ANDERSON, WK ;
HEIDER, AR .
SYNTHETIC COMMUNICATIONS, 1986, 16 (03) :357-364
[2]   Synthetic strategies for the construction of enantiomeric azanoradamantanes [J].
Becker, DP ;
Nosal, R ;
Zabrowski, DL ;
Flynn, DL .
TETRAHEDRON, 1997, 53 (01) :1-20
[3]   RESTRICTED NITROGEN INVERSION IN N-METHYLPOLYHALOBENZ-7-AZANORBORNADIENES - H-1 DYNAMIC NMR-STUDIES AND MOLECULAR-CONFORMATION TRAPPING [J].
BUSHWELLER, CH ;
BROWN, JH ;
DIMEGLIO, CM ;
GRIBBLE, GW ;
EATON, JT ;
LEHOULLIER, CS ;
OLSON, ER .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (01) :268-271
[4]   A fragmentation-photocyclization approach towards homosecohexaprismane skeleton. [J].
Chou, TC ;
Yeh, YL ;
Lin, GH .
TETRAHEDRON LETTERS, 1996, 37 (48) :8779-8782
[5]   FORMAL SYNTHESIS OF PENTAPRISMANE [J].
DAUBEN, WG ;
CUNNINGHAM, AF .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (17) :2842-2847
[6]   THE SYNTHESIS OF PENTAPRISMANE [J].
EATON, PE ;
OR, YS ;
BRANCA, SJ ;
SHANKAR, BKR .
TETRAHEDRON, 1986, 42 (06) :1621-1631
[7]   PENTAPRISMANE [J].
EATON, PE ;
OR, YS ;
BRANCA, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (08) :2134-2136
[8]   SUBSTITUTION ALPHA TO NITROGEN IN DIBENZYLAMINE VIA CARBANION INTERMEDIATES [J].
FRASER, RR ;
BOUSSARD, G ;
POSTESCU, ID ;
WHITING, JJ ;
WIGFIELD, YY .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1973, 51 (07) :1109-1115
[9]   Synthesis and structure of bishomohexaprismanedione [J].
Golobish, TD ;
Dailey, WP .
TETRAHEDRON LETTERS, 1996, 37 (19) :3239-3242
[10]  
GRIBBLE GW, 1970, TETRAHEDRON LETT, P1075