New boro amino amide organocatalysts for asymmetric cross aldol reaction of ketones with carbonyl compounds

被引：3

作者：

Begum, Zubeda ^{[1
]}

Seki, Chigusa ^{[1
]}

Okuyama, Yuko ^{[2
]}

Kwon, Eunsang ^{[3
]}

Uwai, Koji ^{[1
]}

Tokiwa, Michio ^{[4
]}

Tokiwa, Suguru ^{[4
]}

Takeshita, Mitsuhiro ^{[4
]}

Nakano, Hiroto ^{[1
]}

机构：

[1] Muroran Inst Technol, Grad Sch Engn, Div Sustainable & Environm Engn, 27-1 Mizumoto Cho, Muroran 0508585, Japan

[2] Tohoku Med & Pharmaceut Univ, 4-4-1 Komatsushima,Aoba Ku, Sendai 9818558, Japan

[3] Tohoku Univ, Res & Analyt Ctr Giant Mol, Grad Sch Sci, 6-3 Aoba,Aramaki,Aoba Ku, Sendai 9808578, Japan

[4] Tokiwakai Grp, 62 Numajiri Tsuduri Chou Uchigo, Iwaki 9738053, Japan

来源：

RSC ADVANCES | 2023年 / 13卷 / 02期

关键词：

MICHAEL ADDITION-REACTIONS; ALDER REACTION; BRONSTED ACID; PROLINE; ALDEHYDES; ENAMINE; CATALYSTS; WATER; CYCLOADDITION; DERIVATIVES;

D O I：

10.1039/d2ra06272k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Distinct types of new boron fused primary amino amide organocatalysts were designed and synthesized from commercially available amino acids. Their catalytic activities were investigated in asymmetric crossed aldol reaction of ketones with aromatic aldehydes to afford the corresponding chiral anti-aldol adducts with good chemical yields, moderate diastereoselectivity and good to excellent enantioselectivities (up to 94% yields, up to 90 : 10 dr, up to 94% ee).

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页码：888 / 894

页数：7

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