Diastereoselective Synthesis of Novel and Enantiopure Tetrahy-dropyrano[3,2-c]quinolines

被引:5
|
作者
Moshapo, Paseka T. [1 ]
Kinfe, Henok H. [1 ]
机构
[1] Univ Johannesburg, Dept Chem, Auckland Pk, South Africa
来源
SYNTHESIS-STUTTGART | 2015年 / 47卷 / 23期
关键词
tetrahydropyrano[3; 2-c]quinoline; Friedel-Crafts alkylation; Povarov reaction; glucal; scandium triflate; DIELS-ALDER REACTIONS; STEREOSELECTIVE-SYNTHESIS; ARYL AMINES; PHENANTHROLINE DERIVATIVES; EFFICIENT SYNTHESIS; TETRAHYDROQUINOLINES; CYCLIZATION; THIOCHROMANS; ALDEHYDES; GLYCALS;
D O I
10.1055/s-0035-1560174
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diastereoselective synthesis of novel and enantiopure N-alkylated tetrahydropyrano[3,2-c]quinolines is described via intramolecular Friedel-Crafts alkylation using a 1-O-acetylglucosyl derivative as the key intermediate. Unprecedented formation of new glycal derivatives and ,-unsaturated carbaldehyde products is also discussed.
引用
收藏
页码:3673 / 3686
页数:14
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