PHOTO-CHEMICAL ADDITION OF ALKENES TO N-METHYLPHTHALIMIDE - STEREOCHEMISTRY OF THE ADDITION

被引:40
作者
MAZZOCCHI, PH
MINAMIKAWA, S
WILSON, P
机构
关键词
D O I
10.1021/jo01321a044
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Irradiation of IV-methylphthalimide in the presence of cis- and trans-2-butene gave cis-1, 6, 7-trimethyl- and trans-1, 6, 7-trimethyl-3, 4-benzo-6, 7-dihydroazepine-2, 5-dione, respectively, with greater than 95% stereospecificity, suggesting that the addition proceedsvia a concerted. © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:1186 / 1188
页数:3
相关论文
共 15 条
[1]  
BUYS HR, 1969, RECL TRAV CHIM PAY-B, V88, P1003
[2]   PHOTO- AND RADIATION-INDUCED CIS-TRANS ISOMERIZATION OF SEVERAL 2-OLEFINS [J].
GOLUB, MA ;
STEPHENS, CL ;
BRASH, JL .
JOURNAL OF CHEMICAL PHYSICS, 1966, 45 (05) :1503-&
[3]   PHOTOCHEMICAL REACTIVITY OF KETO IMINO ETHERS .5. (2 + 2) PHOTOCYCLOADDITION TO CARBON-NITROGEN DOUBLE-BOND OF 3-ETHOXYISOINDOLONE [J].
HOWARD, KA ;
KOCH, TH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (25) :7288-7298
[5]   STRUCTURAL CHEMISTRY IN SOLUTION - R-VALUE [J].
LAMBERT, JB .
ACCOUNTS OF CHEMICAL RESEARCH, 1971, 4 (03) :87-&
[6]   DISTORTION ANALYSIS OF SEVERELY FLATTENED RINGS [J].
LAMBERT, JB ;
KOENG, FR .
OMR-ORGANIC MAGNETIC RESONANCE, 1971, 3 (04) :389-&
[7]   PHOTOINDUCED ADDITION OF IMIDES TO OLEFINS - REMARKABLE DIFFERENCE BETWEEN PHTHALIMIDES AND SUCCINIMIDES [J].
MARUYAMA, K ;
KUBO, Y .
CHEMISTRY LETTERS, 1978, (07) :769-772
[8]  
MAZZOCCHI PH, 1978, TETRAHEDRON LETT, P4361
[9]  
MAZZOCCHI PH, 1978, HETEROCYCLES, V9, P1713
[10]   PHOTO-CHEMICAL ADDITION OF ALKENES TO N-METHYLPHTHALIMIDES - FORMATION OF 3,4-BENZO-6,7-DIHYDROAZEPINE-2,5-DIONES [J].
MAZZOCCHI, PH ;
MINAMIKAWA, S ;
BOWEN, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (15) :3079-3080