Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes

doi:10.1021/jo500573s

	Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes
其他题名	涉及1,2-碳酸酯迁移的炔丙基碳酸酯的金催化氧化重排反应: 多官能团化烯烃的立体选择性合成
	Sun N(孙宁); Chen M(陈铭); Liu YH(刘元红)
	2014
发表期刊	J. Org. Chem.
卷号	79 期号:9 页码:4055-4067
摘要	A gold-catalyzed oxidative reaction of propargylic carbonates or acetates using 3,5-dichloropyridine as the oxidant has been developed. The reaction provides efficient access to alpha-functionalized-alpha,beta-unsaturated ketones with excellent regio- and diastereocontrol via a regioselective attack of the N-oxide to the gold-activated alkyne followed by a 1,2-carbonate migration. In addition, the alkene products could be further transformed into the valuable 5-hydroxycyclopent-2-enones via cyclocondensation with acetone or cyclodimerization under basic conditions.
学科领域	金属有机化学
DOI	10.1021/jo500573s
URL	查看原文
收录类别	SCI
语种	英语
引用统计
文献类型	期刊论文
条目标识符	http://ir.sioc.ac.cn/handle/331003/39060
专题	金属有机化学国家重点实验室
通讯作者	Liu YH(刘元红)
作者单位	中科院上海有机化学研究所
推荐引用方式 GB/T 7714	Sun N,Chen M,Liu YH. Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes[J]. J. Org. Chem.,2014,79(9):4055-4067.
APA	孙宁,陈铭,&刘元红.(2014).Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes.J. Org. Chem.,79(9),4055-4067.
MLA	孙宁,et al."Gold-Catalyzed Oxidative Reactions of Propargylic Carbonates Involving 1,2-Carbonate Migration: Stereoselective Synthesis of Functionalized Alkenes".J. Org. Chem. 79.9(2014):4055-4067.

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