N-芳基磺酰丙基氯(4)在室温下与三氟甲磺酸银(5)立即反应,生成亚胺盐(8),这些亚胺盐提供了通往9,10,11,11a-四氢萘[1,8- de ]吡咯并[1,2 - b ]噻嗪7,7-二氧化物(9)和2,3-二氢-1 H-吡咯并[1,2- b ] [1,2,4]苯并噻二嗪5,5-二氧化物(11)。
One-Pot Synthesis of Homoallylic Ketones from the Addition of Vinyl Grignard Reagent to Carboxylic Esters
作者:Karl A. Hansford、James E. Dettwiler、William D. Lubell
DOI:10.1021/ol0359822
日期:2003.12.1
Fifteen homoallylic ketones have been synthesized in 26-77% yields on treatment of aromatic, aliphatic, and alpha-amino methyl carboxylates with excess vinylmagnesium bromide and catalytic amounts of a copper salt in THF. Alpha-amino homoallylic ketones derived from N-protected alpha-amino esters possessing aliphatic and alcohol side chains were synthesized in > or =98% enantiomeric purity. [reaction: