Synthesis of vinylidenecyclopropanes via gold(<sc>i</sc>)-catalyzed cyclopropanation of vinyl arenes with γ-stannylated propargyl esters

被引：0

作者：

Mori, Hiroto ^{[1
]}

Ono, Yusuke ^{[1
]}

Nakagawa, Shota ^{[1
]}

Akima, Sota ^{[1
]}

Murakami, Miki ^{[2
]}

Korenaga, Toshinobu ^{[3
,4
]}

Nakaji-Hirabayashi, Tadashi ^{[2
,5
]}

Kyogoku, Mayumi ^{[2
]}

Horino, Yoshikazu ^{[1
]}

机构：

[1] Chitose Inst Sci & Technol, Dept Appl Chem & Biosci, Chitose 0668655, Japan

[2] Univ Toyama, Grad Sch Sci & Engn, Toyama 9308555, Japan

[3] Iwate Univ, Dept Appl Chem & Biosci, Morioka 0208551, Japan

[4] Iwate Univ, Soft Path Sci & Engn Res Ctr SPERC, Morioka 0208551, Japan

[5] Univ Toyama, Fac Engn, Acad Assembly, Toyama 9308555, Japan

来源：

CHEMICAL COMMUNICATIONS | 2024年 / 60卷 / 92期

关键词：

NATURAL-PRODUCTS; DERIVATIVES; COMPLEXES; CARBENES; ALLENES;

D O I：

10.1039/d4cc04384g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of gamma-stannylated propargyl esters in the presence of a cationic gold(i) catalyst affords vinylidenecyclopropane derivatives as a mixture of diastereomers. The cis-geometry of the alkenes is almost entirely retained in the product. DFT calculations suggest the involvement of the gold(i)-stabilized propargyl cation as a resonance form of gold(i)-coordinated allenylidene species.

引用

页码：13518 / 13521

页数：5

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