铁催化的γ,δ-环氧-α,β-不饱和酯和酰胺与格氏试剂的区域和立体选择性取代。
Iron-catalyzed regio- and stereoselective substitution of gamma,delta-epoxy-alpha,beta-unsaturated esters and amides with Grignard reagents.
机构信息
Department of Biomolecular Engineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259-B-59 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501, Japan.
出版信息
Org Lett. 2010 Mar 5;12(5):1012-4. doi: 10.1021/ol100022w.
PMID:20143842
Abstract
When gamma,delta-epoxy-alpha,beta-unsaturated esters or amides were treated with 2 equiv of Grignard reagents in the presence of 10-24 mol % FeCl(2), regio- and stereoselective substitution of the epoxide moiety with the Grignard reagent occurred to give exclusively delta-hydroxy-gamma-alkyl or aryl-alpha,beta-unsaturated esters or amides in good yields.
摘要
当 γ，δ-环氧-α，β-不饱和酯或酰胺与 2 当量的格氏试剂在 10-24 摩尔%的二氯化铁存在下反应时，环氧部分与格氏试剂发生区域和立体选择性取代，以高产率得到仅 δ-羟基-γ-烷基或芳基-α，β-不饱和酯或酰胺。
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