Enantioselective Synthesis of an All-Carbon Quaternary Stereocenter by Chiral Br?nsted Acid-Catalyzed Friedel-Crafts-Type Reaction between Pyrroles and 3-Indolylmethanols

被引：5

作者：

Uchikura, Tatsuhiro ^{[1
]}

Sanchez-Sordo, Irene ^{[1
]}

Yoshimura, Tatsuhiko ^{[1
]}

Makino, Yudai ^{[1
]}

Osakabe, Hiroto ^{[1
]}

Akiyama, Takahiko ^{[1
]}

机构：

[1] Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 12期

关键词：

BRONSTED ACID; NATURAL-PRODUCTS; INDOLE; ALKYLATION; CONSTRUCTION;

D O I：

10.1021/acs.joc.2c02633

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed a chiral phosphoric acid-catalyzed enantioselective Friedel-Crafts alkylation reaction between pyrroles and indolylmethanols. Wide substrate scope was observed, and a chiral all-carbon quaternary center was constructed at the 3 position of indoles in high yields with high to excellent enantioselectivities (up to 99% ee).

引用

页码：7774 / 7783

页数：10

共 22 条

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