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Cyclopentadienones via a Tandem C-Cyclopropylnitrone Cyclization-Cycloreversion Sequence
European Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2017-09-14 06:56:00 , DOI: 10.1002/ejoc.201700915
Ihsan Erden 1 , Christian Gärtner 1 , Jingxiang Ma 1 , Gabriel Cabrera 1 , Kate Markham 1 , Saeed Azimi 1 , Scott Gronert 2
Affiliation  

C-Cyclopropylnitrones derived from spiro[2.4]hepta-4,6-diene-1-carbaldehyde and its benzo analog undergo an unprecedented tandem cyclization-retro-Diels–Alder reaction of the 5,6-dihydro-1,2-oxazine intermediates to give the corresponding cyclopentadienones. Computational work indicates that the cyclization step is concerted but highly asynchronous.

中文翻译:

环戊二烯酮通过串联C-环丙基亚硝基环化-环还原序列

螺[2.4]庚-4,6-二烯-1-甲醛及其苯并类似物衍生的C-环丙基硝酮经历了5,6-二氢-1,2-恶嗪中间体的空前串联环化-复古-狄尔斯-阿尔德反应给出相应的环戊二烯酮。计算工作表明环化步骤是协调的,但高度异步。
更新日期:2017-09-14
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