Catalytic enantioselective intramolecular cyclization of N-aryl diazoamides using a titanium-BINOLate complex

被引：19

作者：

Hashimoto, Takuya ^{[1
]}

Yamamoto, Kumiko ^{[1
]}

Maruoka, Keiji ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 24期

关键词：

SILYL ENOL ETHERS; ALPHA-DIAZOCARBONYL COMPOUNDS; CHIRAL BRONSTED ACID; STEREOSELECTIVE-SYNTHESIS; INSERTION; BOND; PROTONATION; CONSTRUCTION; ACTIVATION; CARBENES;

D O I：

10.1039/c3cc49837a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Described herein is the use of chiral titanium(IV)-BINOLate to formally implement catalytic asymmetric C(sp(2))-H insertion using N-aryl alpha-diazoamides. The reaction most likely proceeds via initial asymmetric protonation at the alpha-carbon of the substrate, followed by the intramolecular electrophilic aromatic substitution.

引用

页码：3220 / 3223

页数：4

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