Electrophilic substitutions and additions to the pyrrolidine enamine of 1-acetyl-3-oxopiperidine

Electrophilic substitutions and additions to the pyrrolidine enamine of 1-acetyl-3-oxopiperidine
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1-乙酰基-3-氧代哌啶的吡咯烷烯胺的亲电取代和加成

DOI:
10.1021/jo00979a030
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发表时间:
1972
期刊:
影响因子:
--
通讯作者:
Satoko. Fukuoka
Satoko. Fukuoka
中科院分区:
--
文献类型:
--
作者:
T. Masamune;H. Hayashi;M. Takasugi;Satoko. Fukuoka

文献摘要

被引文献

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自从 Stork 在亲电取代反应中出色地应用烯胺以来,烯胺化学得到了广泛的研究。 2 然而,仅报道了少数对带有侧接羰基和氮原子的亚甲基的酮的烯胺进行取代或加成的例子。 3 结合藜芦胺的合成研究,4 我们研究了 L-乙酰基-3-氧代哌啶 (1) 的吡咯烷烯胺的一些反应。如下制备起始酮1。
Enamine chemistry has been investigated exten-sively1 since Stork's excellent application of enamines for electrophilic substitution reactions. 2 However, only a few examples havebeen reported of substitutions or additions to enamines of ketones bearing a methylene group flanked by a carbonyl group and a nitrogen atom. 3 In connection with research on synthesis of veratramine, 4 we have examined some reactions of the pyrrolidine enamine of l-acetyl-3-oxopiperidine (1). The starting ketone 1 was prepared as follows.