Enantioselective Allenylation of Ketimines Derived from Isatins Using Chiral Bis(imidazoline)-Palladium Catalysts

被引：4

作者：

Oyamada, Yusuke ^{[1
]}

Yamasaki, Shintaro ^{[1
]}

Tsuzuki, Mika ^{[1
]}

Kitagawa, Takumi ^{[1
]}

Kondo, Masaru ^{[1
,2
]}

Sasamori, Takahiro ^{[3
,4
]}

Nakamura, Shuichi ^{[1
]}

机构：

[1] Nagoya Inst Technol, Grad Sch Engn, Dept Life Sci & Appl Chem, Showa Ku, Nagoya, Aichi 4668555, Japan

[2] Ibaraki Univ, Grad Sch Sci & Engn, Dept Mat Sci & Engn, 4-12-1 Naka Narusawa, Hitachi, Ibaraki 3168511, Japan

[3] Univ Tsukuba, Fac Pure & Appl Sci, 1-1-1 Tennodai, Tsukuba, Ibaraki 3058571, Japan

[4] Univ Tsukuba, Tsukuba Res Ctr Energy Mat Sci TREMS, 1-1-1 Tennodai, Tsukuba, Ibaraki 3058571, Japan

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2022年 / 364卷 / 24期

关键词：

ketimines; allenes; chiral allenylamines; bis(imidazoline); palladium; enantioselectivity; VINYLOGOUS MANNICH REACTION; PALLADIUM PINCER COMPLEXES; ALPHA-AMINO-ACIDS; ASYMMETRIC-SYNTHESIS; PROPARGYLATION REACTIONS; KETONES; IMINES; HOMOALLENYLAMIDES; CONSTRUCTION; INHIBITORS;

D O I：

10.1002/adsc.202201017

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The catalytic enantioselective allenylation of ketimines derived from isatins is described. Products with high regio- and enantioselectivities were obtained in the presence of a bis(imidazoline)-palladium catalyst. The obtained products were then converted into various chiral amines. The stereoselectivity origin was revealed by DFT calculations of the transition state.

引用

页码：4255 / 4259

页数：5

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