环扩展/同系化——使用叔三卤甲基甲醇的醛缩合级联反应
Ring expansion/homologation--aldehyde condensation cascade using tert-trihalomethylcarbinols.
作者信息
Falck J R, He Anyu, Reddy L Manmohan, Kundu Abhijit, Barma Deb K, Bandyopadhyay A, Kamila Sukanta, Akella Radha, Bejot Romain, Mioskowski Charles
机构信息
Department of Biochemistry, University of Texas Southwestern Medical Center, Dallas, Texas 75390, USA.
出版信息
Org Lett. 2006 Sep 28;8(20):4645-7. doi: 10.1021/ol061953q.
Abstract
Treatment of cyclic tert-trihalomethylcarbinols with CrCl(2) in THF/HMPA in the presence of aryl or aliphatic aldehydes initiates a cascade sequence of one carbon ring expansion-olefination affording conjugated exocyclic ketones. Acyclic tert-trihalomethylcarbinols undergo a comparable cascade of one carbon homologation-olefination.
摘要
在芳基或脂肪族醛存在下，于四氢呋喃/六甲基磷酰胺中用二氯化铬处理环状叔三卤甲基甲醇，引发一系列一步碳环扩展-烯化反应，生成共轭环外酮。无环叔三卤甲基甲醇会经历类似的一步碳同系化-烯化串联反应。
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