Copper-Catalyzed Reactions of Alkylboranes

被引：3

作者：

Ohmiya, Hirohisa ^{[1
]}

Sawamura, Masaya ^{[2
,3
]}

机构：

[1] Kanazawa Univ, Grad Sch Med Sci, Div Pharmaceut Sci, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan

[2] Hokkaido Univ, Fac Sci, Inst Chem React Design & Discovery WPI ICReDD, Sapporo, Hokkaido 0600810, Japan

[3] Hokkaido Univ, Fac Sci, Dept Chem, Sapporo, Hokkaido 0600810, Japan

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2021年 / 94卷 / 01期

关键词：

Copper catalyst; Alkylborane; Asymmetric reaction; ALLYLIC PHOSPHATES; PROPARGYLIC PHOSPHATES; CONVENIENT SYNTHESIS; CONJUGATE ADDITION; COUPLING REACTION; TERMINAL ALKENES; ARYL KETONES; GAMMA; SUBSTITUTION; ALLENYLSILANES;

D O I：

10.1246/bcsj.20200283

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This account describes our work concerning the application of alkylboranes to addition reactions to unsaturated compounds, with catalysis by copper. Alkylboranes are readily obtained from standard alkene hydroboration reactions, which is an advantage of these processes. The substrates can contain a wide range of functional groups. The reactions described herein include the formation of alkylcopper(I) species via the catalytic B/Cu transmetallation of alkylboranes and subsequent addition to unsaturated carbon-carbon bonds or carbon dioxide.

引用

页码：197 / 203

页数：7

共 50 条

[1] Copper-catalyzed enantioselective allylic substitution with alkylboranes
[J]. Ohmiya, H. (ohmiya@sci.hokudai.ac.jp), 1600, American Chemical Society (134):
[2] Copper-Catalyzed Enantioselective Allylic Substitution with Alkylboranes
Shido, Yoshinori
Yoshida, Mika
Tanabe, Masahito
Ohmiya, Hirohisa
Sawamura, Masaya
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (45) : 18573 - 18576
[3] Copper-catalyzed stereoselective conjugate addition of alkylboranes to alkynoates
Wakamatsu, Takamichi
Nagao, Kazunori
Ohmiya, Hirohisa
Sawamura, Masaya
[J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2015, 11 : 2444 - 2450
[4] Copper-Catalyzed Allylic Substitution and Conjugate Addition with Alkylboranes
Ohmiya, Hirohisa
Sawamura, Masaya
[J]. JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2014, 72 (11) : 1207 - 1217
[5] Copper-catalyzed Conjugate Additions of Alkylboranes to Aryl α,β-Unsaturated Ketones
Ohmiya, Hirohisa
Shido, Yoshinori
Yoshida, Mika
Sawamura, Masaya
[J]. CHEMISTRY LETTERS, 2011, 40 (09) : 928 - 930
[6] Copper-catalyzed enantioselective allylic cross-coupling with alkylboranes
Hojoh, Kentaro
Shido, Yoshinori
Nagao, Kazunori
Mori, Seiji
Ohmiya, Hirohisa
Sawamura, Masaya
[J]. TETRAHEDRON, 2015, 71 (37) : 6519 - 6533
[7] Copper-catalyzed steroid reactions
Ibrahim-Ouali, Malika
Dumur, Frederic
[J]. ARKIVOC, 2017, : 202 - 256
[8] Copper-catalyzed multicomponent reactions
Chen, Joanna L.
Namirembe, Sheila
Isaacs, Andre K.
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
[9] Copper-Catalyzed Coupling Reactions
Rao, Honghua
Fu, Hua
[J]. SYNLETT, 2011, (06) : 745 - 769
[10] Copper-Catalyzed Addition of Alkylboranes to Iminoacetates: Access to α-Alkyl Branched α-Amino Acids
Xiao, Xinsheng
Zhang, Wei
Lu, Xiaoxia
Deng, Yuanfu
Jiang, Huangfeng
Zeng, Wei
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (15) : 2497 - 2509

← 1 2 3 4 5 →