Axially chiral N-alkyl-N-cinnamoyl amide type P,olefin ligands for Pd-catalyzed reactions

被引：2

作者：

Mino, Takashi ^{[1
,2
,3
]}

Takaya, Kaho ^{[1
]}

Koki, Kaito ^{[1
]}

Akimoto, Natsume ^{[1
]}

Yoshida, Yasushi ^{[1
,2
,3
]}

Kasashima, Yoshio ^{[4
]}

Sakamoto, Masami ^{[1
,2
]}

机构：

[1] Chiba Univ, Grad Sch Engn, 1-33 Yayoi Cho,Inage Ku, Chiba 2638522, Japan

[2] Chiba Univ, Mol Chiral Res Ctr, 1-33 Yayoi Cho,Inage Ku, Chiba 2638522, Japan

[3] Chiba Univ, Soft Mol Activat Res Ctr, 1-33 Yayoi Cho,Inage Ku, Chiba 2638522, Japan

[4] Chiba Inst Technol, Educ Ctr, Shibazono 2-2-1, Narashino, Chiba 2750023, Japan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 13期

基金：

日本学术振兴会;

关键词：

ASYMMETRIC ALLYLIC ALKYLATION; PALLADIUM COMPLEXES; INDOLES;

D O I：

10.1039/d3ob00224a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We synthesized N-alkyl-N-cinnamoyl amide type phosphine-olefin compounds 1 and found axial chirality in a C(aryl)-N(amide) bond in compounds 1 by HPLC analysis using a chiral stationary phase column. We successfully obtained enantiomeric isomers of 1 and demonstrated the use of (-)-1 for chiral ligands in Pd-catalyzed asymmetric allylic substitution reactions of allylic esters with indoles (up to 97% ee).

引用

页码：2775 / 2778

页数：4

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