Synthesis of 3-arylpropenyl, 3-arylpropynyl and 3-arylpropyl 2-azetidinones as cholesterol absorption inhibitors: Application of the palladium-catalyzed arylation of alkenes and alkynes
Synthesis of 3-arylpropenyl, 3-arylpropynyl and 3-arylpropyl 2-azetidinones as cholesterol absorption inhibitors: Application of the palladium-catalyzed arylation of alkenes and alkynes
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DOI：
10.1016/s0040-4020(00)00429-4
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发表时间：
2000-07-28
期刊：
影响因子：
2.1
通讯作者：
Davis, HR
中科院分区：
文献类型：
--
作者：
Rosenblum, SB;Huynh, T;Davis, HR
通过钯催化3-(3‘-丙烯基)-2-氮杂二酮7的芳基化或4-戊烯酸的芳基化反应，或通过4-戊二酸乙酯和2-氮杂二酮环的构筑，合成了一系列3-(3’-芳基丙烯基)-2-氮杂二酮8a-8k和3-(3‘-芳丙基)-2-氮杂二酮16m-16p。不饱和的2-氮杂二酮通过催化加氢转化为其饱和类似物9a-9p。对氮杂二酮8a-8k、9a-9p和16m-16p作为胆固醇吸收抑制剂在仓鼠体内的生物活性进行了评价。(C)2000爱思唯尔科学有限公司。保留所有权利。
A series of 3-(3/-arylpropenyl)-2-azetidinones 8a-8k and 3-(3'-arylpropynyl)-2-azetidinones 16m-16p were prepared by the palladium-catalyzed arylation of 3-(3'-propenyl)-2-azetidinone 7, or by arylation of 4-pentenoic acid, or via ethyl 4-pentynoate followed by 2-azetidinone ring construction. The unsaturated 2-azetidinones were transformed to their saturated analogs 9a-9p by catalytic hydrogenation. Azetidinones 8a-8k, 9a-9p, and 16m-16p were evaluated for their biological activity as cholesterol absorption inhibitors in hamsters. (C) 2000 Elsevier Science Ltd. All rights reserved.