- 作者： 廖俊臣; 林和盛
- 作者服務機構： 清華大學化學研究所
- 中文摘要：
本文研究兩種“掩飾”鄰苯?，6,7-－二丙基－和8,9－二丙基－1,4－二氧螺旋【4.5】癸－6,8－二烯－2,10－二酮，與炔
類的加成反應。當使用單取代基乙炔時，加成反應具有位置選擇性，主要生成“鄰位”產物，即“掩飾”鄰苯?的羰基與炔
類的取代基互為“鄰位”關係。加成產物經水解得相對應的鄰雙酮。本研究提供從兒茶?合成雙環[2.2.2]辛－5,7－二烯－2
,3－二酗的方法，這些鄰雙酮往往無法直接由鄰苯?和炔類加成製得，或後者反應的位置選擇性往往較差。這些鄰雙酮
的照光反應生成相對應的苯衍生物，產率頗佳。
量 - 英文摘要： Diels-Alder reactions of two masked o-benzoquinones, 6,7-dipropyl- (1) and 8,9-dipropyl-1,4-dioxas-piro[4.5]deca-6,8-diene-2,l0-dione (2), to substituted acetylenes were studied. When monosubstitutedacetylenes were used as addenda, the cycloadditions took place regioselectively and preferentially in"ortho" orientation, the carbonyl group of the masked o-benzoquinone "ortho" to the substituent ofacetylene. Hydrolysis of the adducts afforded the corresponding α-diketones that provided examples forfacile entry from catechols to bicyclo[2.2.2]octa-5,7-diene-2,3-diones, which were not available or of lessreqioselectivities from direct cycloadditions of o-benzoquinones to acetylenes. Photolysis of bicyclo-[2.2.2]octa-5,7-diene-2,3-dione yielded the corresponding aromatic compounds efficiently.
- 中文關鍵字： --
- 英文關鍵字： --
