手性双钛路易斯酸催化的硝酮与甲基丙烯醛的不对称1,3-偶极环加成反应：N-取代基对硝酮的显著影响
Asymmetric 1,3-dipolar cycloadditions of nitrones and methacrolein catalyzed by chiral bis-titanium lewis acid: a dramatic effect of N-substituent on nitrone.
作者信息
Hashimoto Takuya, Omote Masato, Kano Taichi, Maruoka Keiji
机构信息
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
出版信息
Org Lett. 2007 Nov 8;9(23):4805-8. doi: 10.1021/ol702123n. Epub 2007 Oct 11.
PMID:17929826
Abstract
Highly stereoselective 1,3-dipolar cycloadditions of methacrolein and nitrones could be realized by the use of bis-titanium chiral Lewis acid catalyst. Key to the success is the introduction of bulky N-substituent on nitrone to attenuate the undesired Lewis acid-nitrone complexation.
摘要
通过使用双钛手性路易斯酸催化剂，可以实现甲基丙烯醛与硝酮的高度立体选择性1,3-偶极环加成反应。成功的关键在于在硝酮上引入庞大的N-取代基，以减弱不希望的路易斯酸-硝酮络合作用。
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