化学
对映选择合成
环戊烯酮
多米诺骨牌
羟醛反应
对映体
羟醛缩合
醛
立体化学
组合化学
催化作用
有机化学
作者
Narra Rajashekar Reddy,Shaik Gouse,Sudhagar Selvaraju,Sundarababu Baskaran
出处
期刊:Organic Letters
[American Chemical Society]
日期:2022-06-06
卷期号:24 (23): 4240-4245
被引量:4
标识
DOI:10.1021/acs.orglett.2c01531
摘要
A facile domino strategy has been developed for the synthesis of a biologically active cyclopent-2-enone core containing combretastatin A-4 (CA-4) analogues from aryloxirane and aryl aldehyde. This one-pot method involves a sequence of semipinacol rearrangement, iterative aldol condensation, and iso-Nazarov cyclization reactions. The scope of this methodology is further shown in the enantioselective synthesis of 5-hydroxy-cyclopent-2-enones using the Sharpless AD catalyst. Biological studies reveal that (S)-enantiomers exhibit better inhibitory activity against cell proliferation than (R)-enantiomers.
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