An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines

An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines
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DOI:
10.1021/jo801172b
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发表时间:
2008-09-05
影响因子:
3.6
通讯作者:
Bosch, Joan
Bosch, Joan
中科院分区:
化学2区
文献类型:
--
作者:
Amat, Mercedes;Perez, Maria;Bosch, Joan

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报道了一种合成对映体纯的顺式-2,4-二取代和2,4-桥连哌啶的方法,其关键步骤是有机铜酸酯与8 α位带有取代基的苯基甘氨酸衍生的不饱和内酰胺的立体选择性共轭加成。
A synthetic route to enantiopure cis-2,4-disubstituted and 2,4-bridged piperidines is reported, the key step being a stereoselective conjugate addition of an organocuprate to a phenylglycinol-derived unsaturated lactam bearing a substituent at the 8a-position.