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

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 23期

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

页码：3571 / 3574

页数：4

共 17 条

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[8] Diastereoselective radical addition to γ-alkyl-α-methylene-γ-butyrolactams and the synthesis of a chiral pyroglutamic acid derivative
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