Chemoselective Carbozincation of Cyclopropene for C-C Bond Formation and Cleavage in a Single Operation

被引：10

作者：

Endo, Kohei ^{[1
,2
]}

Nakano, Takeo ^{[1
]}

Fujinami, Shuhei ^{[1
]}

Ukaji, Yutaka ^{[1
]}

机构：

[1] Kanazawa Univ, Grad Sch Nat Sci & Technol, Dept Chem, Kanazawa, Ishikawa 9201192, Japan

[2] Japan Sci & Technol Agcy JST, PRESTO, Kawaguchi, Saitama 3320012, Japan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 2013卷 / 29期

基金：

日本学术振兴会;

关键词：

Domino reactions; Allylation; C-C activation; Carbanions; Zinc; ZINC HOMOENOLATE; CATALYZED CARBOZINCATION; STEREOGENIC CENTERS; REAGENTS; CARBOMETALATION; ALLYLZINCATION; ALLYLATION;

D O I：

10.1002/ejoc.201301026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The carbozincation of cyclopropene and cleavage of cyclopropylzinc generates carbanion intermediates, which in turn can generate oligomeric complexes in situ through successive carbozincation reactions. The present reaction controls the carbozincation sequence and C-C bond cleavage to give densely functionalized and sterically congested alkylamines in a single operation. A subtle difference in the substituent at the C=N bond induced chemoselective carbozincation of cyclopropene.

引用

页码：6514 / 6518

页数：5

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