Enantioselective chlorination and fluorination of β-keto phosphonates catalyzed by chiral Lewis acids

Enantioselective chlorination and fluorination of β-keto phosphonates catalyzed by chiral Lewis acids
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DOI:
10.1039/b415568h
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发表时间:
2005-01-01
影响因子:
4.9
通讯作者:
Jorgensen, KA
Jorgensen, KA
中科院分区:
化学2区
文献类型:
--
作者:
Bernardi, L;Jorgensen, KA

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介绍了-酮膦酸酯的直接手性刘易斯酸对映选择性氯化和氟化反应;使用NCS作为氯源,氯化反应产率高,ee最高可达94%,而使用(PhSO2)(2)NF (NFSI)进行氟化反应,得到的光学活性α -氟- β -酮膦酸盐产率中等至较高,ee最高可达91%。
The direct chiral Lewis acidic enantioselective chlorination and fluorination of beta-keto phosphonates is presented; the chlorination proceeds in high yields and with up to 94% ee using NCS as the chloro source, while the fluorination with (PhSO2)(2)NF (NFSI) gives the optically active alpha-fluoro-beta-keto phosphonates in moderate to good yields and with up to 91% ee.