Lewis acid mediated diastereoselective intermolecular radical addition/trapping with pyrazolidinone acrylimides

被引:0
|
作者
Ma, Gaoyuan [1 ]
Fujita, Takehiro [2 ]
Sibi, Mukund P. [1 ]
机构
[1] N Dakota State Univ, Dept Chem & Biochem, Fargo, ND 58108 USA
[2] Kyoto Univ, Inst Chem Res, Kyoto 6068501, Japan
关键词
Radical addition/trapping; Pyrazolidinone; Diastereoselectivity; Fluxional chirality; Lewis acid; ALLYLATION REACTIONS; KINETIC RESOLUTION; CHIRAL RELAY; STEREOCHEMISTRY; CYCLIZATION; SELECTIVITY; TEMPLATES;
D O I
10.1016/j.tetlet.2015.02.008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report herein a new pyrazolidinone chiral auxiliary and its utility in Lewis acid-mediated conjugate addition followed by diastereoselective trapping of the intermediate radical by an allyl group. The allylated products were obtained in good yields (up to 89%) and high diastereoselectivities (up to 94/6). (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3571 / 3574
页数:4
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