Palladium-catalyzed ring-forming aminoacetoxylation of alkenes

Palladium-catalyzed ring-forming aminoacetoxylation of alkenes
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DOI:
10.1021/ja051406k
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发表时间:
2005-06-01
影响因子:
15
通讯作者:
Sorensen, EJ
Sorensen, EJ
中科院分区:
化学1区
文献类型:
--
作者:
Alexanian, EJ;Lee, C;Sorensen, EJ

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本发明描述了一种温和的、钯(II)催化的烯烃的成环氨基乙酰氧基化反应。以PhI(OAc)2为氧化剂,钯(II)为催化剂,催化一系列含氮亲核试剂与烯烃发生氨乙酰氧基化反应,生成多种含氮杂环化合物.我们的研究表明,高水平的反应区域和立体控制的可能性。这似乎是一种立体选择性的反式烯烃双官能化,因此是相关顺式选择性的金属催化烯烃氨羟基化过程的有用替代方法。
A mild, palladium(II)-catalyzed ring-forming aminoacetoxylation of alkenes is described. Treatment of a range of nitrogen nucleophiles with catalytic palladium(II) in the presence of PhI(OAc)2as oxidant resulted in alkene aminoacetoxylation, affording a variety of nitrogen-containing heterocycles. Our studies indicate the possibility for high levels of reaction regio- and stereocontrol. It appears that this is a stereoselectivetransalkene difunctionalization and thus a useful alternative to relatedcis-selective, metal-catalyzed alkene aminohydroxylation processes.