Rhodium-Catalyzed [3+2+2] and [2+2+2] Cycloadditions of Two Alkynes with Cyclopropylideneacetamides

被引：51

作者：

Yoshida, Tomoka ^{[1
]}

Tajima, Yuki ^{[1
]}

Kobayashi, Masayuki ^{[1
]}

Masutomi, Koji ^{[2
]}

Noguchi, Keiichi ^{[3
]}

Tanaka, Ken ^{[1
,2
,4
]}

机构：

[1] Tokyo Univ Agr & Technol, Dept Appl Chem, Grad Sch Engn, Koganei, Tokyo 1848588, Japan

[2] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Appl Chem, Meguro Ku, Tokyo 1528550, Japan

[3] Tokyo Univ Agr & Technol, Instrumentat Anal Ctr, Koganei, Tokyo 1848588, Japan

[4] Japan Sci & Technol Agcy JST, ACT C, Kawaguchi, Saitama 3320012, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 28期

基金：

日本科学技术振兴机构;

关键词：

asymmetric catalysis; cycloaddition; heterocycles; rhodium; synthetic methods; REGIOSELECTIVE INTERMOLECULAR CYCLOTRIMERIZATION; ETHYL CYCLOPROPYLIDENEACETATE; (3+2)+2 CARBOCYCLIZATION; COCYCLIZATION; REACTIVITY; ALKENYLIDENECYCLOPROPANES; ALKYLIDENECYCLOPROPANES; CONSTRUCTION; COMPLEXES; REGIO;

D O I：

10.1002/anie.201502505

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It has been established that a cationic rhodium(I)/H-8-binap complex catalyzes the [3+2+2] cycloaddition of 1,6-diynes with cyclopropylideneacetamides to produce cycloheptadiene derivatives through cleavage of cyclopropane rings. In contrast, a cationic rhodium(I)/(S)-binap complex catalyzes the enantioselective [2+2+2] cycloaddition of terminal alkynes, acetylenedicarboxylates, and cyclopropylideneacetamides to produce spiro-cyclohexadiene derivatives which retain the cyclopropane rings.

引用

页码：8241 / 8244

页数：4

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