金鸡纳-二亚氨基甲基丙二腈有机催化剂用于酮和烯酮的高对映选择性氢膦酰化反应。
Cinchona-Diaminomethylenemalononitrile Organocatalyst for the Highly Enantioselective Hydrophosphonylation of Ketones and Enones.
机构信息
Tokyo University of Pharmacy and Life Sciences , 1432-1 Horinouchi , Hachioji , Tokyo 192-0392 , Japan.
出版信息
Org Lett. 2018 Sep 21;20(18):5569-5572. doi: 10.1021/acs.orglett.8b02241. Epub 2018 Sep 10.
PMID:30199261
Abstract
The use of diaminomethylenemalononitrile (DMM) organocatalyst to promote the challenging 1,2-hydrophosphonylation of simple ketones and enones, which are also called α,β-unsaturated ketones, is proposed and validated. This reaction provided the corresponding chiral α-hydroxy phosphonates in high to excellent yields and with enantioselectivity up to 96% ee.
摘要
提出并验证了二氨基亚甲基丙二腈（DMM）有机催化剂在促进具有挑战性的简单酮和烯酮（也称为α，β-不饱和酮）的 1,2-氢膦酰化反应中的应用。该反应以高至优异的收率和高达 96%ee 的对映选择性提供了相应的手性α-羟基膦酸酯。
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