Copper-Catalyzed Regio- and Diastereoselective Additions of Boron-Stabilized Carbanions to Heteroarenium Salts: Synthesis of Azaheterocycles Containing Contiguous Stereocenters

被引：15

作者：

Nallagonda, Rajender ^{[1
]}

Karimov, Rashad R. ^{[1
]}

机构：

[1] Auburn Univ, Dept Chem & Biochem, Auburn, AL 36849 USA

来源：

ACS CATALYSIS | 2021年 / 11卷 / 01期

关键词：

heteroarene dearomatization; diastereoselective synthesis; heterocycles; copper catalysis; dihydropyridines; ENANTIOSELECTIVE ADDITION; NUCLEOPHILIC DEAROMATIZATION; ALLYLIC SUBSTITUTION; GEM-DIBORYLALKANES; DIBORYLMETHANE; ARYLATION; PYRIDINES; REAGENTS; ALKYNES; ROUTE;

D O I：

10.1021/acscatal.0c04474

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Nucleophilic addition of diborylalkyl reagents to N-alkyl or N-acylpyridinium and related heteroarenium salts has been developed as a key step for the synthesis of nonaromatic nitrogen heterocycles that contain contiguous stereogenic centers. Derivatization of the dihydropyridine products for the synthesis of tetrahydropyridines and piperidines have also been described.

引用

页码：248 / 254

页数：7

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