Stereoselective synthesis and reaction of gold(I) (Z)-enethiolates

被引：8

作者：

Miyamoto, Kazunori ^{[1
,2
,3
]}

Hirobe, Masaya ^{[4
]}

Uchiyama, Masanobu ^{[1
,2
,3
]}

Ochiai, Masahito ^{[4
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Tokyo, Japan

[2] RIKEN, Adv Elements Chem Res Team, RIKEN Ctr Sustainable Resource Sci, Wako, Saitama 3510198, Japan

[3] RIKEN, Elements Chem Lab, Wako, Saitama 3510198, Japan

[4] Univ Tokushima, Grad Sch Pharmaceut Sci, Tokushima 7708505, Japan

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 37期

关键词：

DERIVATIVES; THIOCARBONYLS; COMPLEXES; SILVER;

D O I：

10.1039/c5cc02000j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Bench-top-storable (Z)-enethiol reagents: gold (Z)-1-decenylthiolates were synthesized stereoselectively in high yields. They are stable upon storage at room temperature without protection from light, and react smoothly with various alkyl halides, alpha,beta-unsaturated ketones, and electron-deficient aryl halides with excellent stereoselectivity.

引用

收藏

页码：7962 / 7965

页数：4

相关论文

共 50 条

[41] Palladium-catalyzed three-component tandem reaction of sulfonyl hydrazones, aryl iodides and allenes: highly stereoselective synthesis of (Z)-α-hydroxymethyl allylic sulfones [J].

Hou, Yunlei ;

Shen, Qi ;

Zhu, Liangyu ;

Han, Yufei ;

Zhao, Yanfang ;

Qin, Mingze ;

Gong, Ping .

RSC ADVANCES, 2017, 7 (79) :50372-50377

[42] A 11-Steps Total Synthesis of Magellanine through a Gold(I)-Catalyzed Dehydro Diels-Alder Reaction [J].

McGee, Philippe ;

Betournay, Genevieve ;

Barabe, Francis ;

Barriault, Louis .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (22) :6280-6283

[43] Ti-catalyzed homocyclomagnesiation of (Z)-1,2,6-trienes in the stereoselective synthesis of 1Z,5Z,9Z,13Z-tetraenes [J].

Makarova, E. Kh. ;

Makarov, A. A. .

RUSSIAN CHEMICAL BULLETIN, 2024, 73 (07) :1916-1922

[44] Convergent Synthesis of 2-Aryl-Substituted Quinolines by Gold-Catalyzed Cascade Reaction [J].

Ueda, Hirofumi ;

Yamaguchi, Minami ;

Tokuyama, Hidetoshi .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2016, 64 (07) :824-829

[45] Stereoselective Synthesis of Monofluoroalkyl α,β-Unsaturated Ketones From Allenyl Carbinol Esters Mediated by Gold and Selectfluor [J].

Jin, Zhuang ;

Hidinger, Rachel S. ;

Xu, Bo ;

Hammond, Gerald B. .

JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (17) :7725-7729

[46] Synthesis and Characterization of Gold@Gold(I) - Thiomalate Core@Shell Nanoparticles [J].

Corthey, Gaston ;

Giovanetti, Lisandro J. ;

Ramallo-Lopez, Jose M. ;

Zelaya, Eugenia ;

Rubert, Aldo A. ;

Benitez, Guillermo A. ;

Requejo, Felix G. ;

Fonticelli, Mariano H. ;

Salvarezza, Roberto C. .

ACS NANO, 2010, 4 (06) :3413-3421

[47] Gold(I) Carbenes by Retro-Buchner Reaction: Generation and Fate [J].

Wang, Yahui ;

McGonigal, Paul R. ;

Herle, Bart ;

Besora, Maria ;

Echavarren, Antonio M. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (02) :801-809

[48] Regio- and Stereoselective Anti-Carbozincation of Alkynyl Ethers Using ZnBr2 toward (Z)-β-Zincated Enol Ether Synthesis [J].

Nishimoto, Yoshihiro ;

Kang, Kyoungmin ;

Yasuda, Makoto .

ORGANIC LETTERS, 2017, 19 (14) :3927-3930

[49] Au-Catalyzed Addition of Nucleophiles to Chloroalkynes: A Regio- and Stereoselective Synthesis of (Z)-Alkenyl Chlorides [J].

Liu, Congrong ;

Xue, Yunbo ;

Ding, Lianghui ;

Zhang, Haiyun ;

Yang, Fulai .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (46) :6537-6540

[50] Stereoselective Synthesis of Z Fluoroalkenes through Copper-Catalyzed Hydrodefluorination of gem-Difluoroalkenes with Water [J].

Hu, Jiefeng ;

Han, Xiaowei ;

Yuan, Yu ;

Shi, Zhuangzhi .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (43) :13342-13346

← 1 2 3 4 5 →