Enantioselective allylation of ketone-derived benzoylhydrazones: Practical synthesis of tertiary carbinarnines

Enantioselective allylation of ketone-derived benzoylhydrazones: Practical synthesis of tertiary carbinarnines
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DOI:
10.1021/ja0486418
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发表时间:
2004-05-12
影响因子:
15
通讯作者:
Leighton, JL
Leighton, JL
中科院分区:
化学1区
文献类型:
--
作者:
Berger, R;Duff, K;Leighton, JL

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开发了一种高度实用的酮衍生苯甲酰腙的对映选择性烯丙基化方法。先前报道的应变硅环试剂1与多种苯甲酰腙反应,得到具有良好至优异对映选择性(84−97% ee)的酰肼产物。已经建立了酰腙与硅烷共价连接的机制。
A highly practical method for the enantioselective allylation of ketone-derived benzoylhydrazones has been developed. The previously reported strained silacycle reagent1reacts with a wide variety of benzoylhydrazones to give the hydrazide products with good to excellent enantioselectivity (84−97% ee). A mechanism in which the acylhydrazone becomes caovalently attached to the silane has been established.