The catalytic enantioselective synthesis of tetrahydroquinolines containing all-carbon quaternary stereocenters via the formation of aza-ortho-xylylene with 1,2-dihydroquinoline as a precursor

被引：28

作者：

Li, Guangxun ^{[1
]}

Liu, Hongxin ^{[1
]}

Wang, Yingwei ^{[2
]}

Zhang, Shiqi ^{[2
]}

Lai, Shujun ^{[3
]}

Tang, Ling ^{[1
]}

Zhao, Jinzhong ^{[3
]}

Tang, Zhuo ^{[1
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Biol, Nat Prod Res Ctr, Chengdu 610041, Sichuan, Peoples R China

[2] Chinese Acad Sci, Coll Chem Engn, Chengdu 610041, Sichuan, Peoples R China

[3] Shanxi Agr Univ Taigu, Coll Art & Sci, Taigu 030800, Shanxi, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 11期

关键词：

CHIRAL PHOSPHORIC-ACID; 3-COMPONENT POVAROV REACTION; DIELS-ALDER REACTION; BRONSTED ACID; ASYMMETRIC-SYNTHESIS; TRANSFER HYDROGENATION; CONSTRUCTION; STRATEGY; DERIVATIVES; ACCESS;

D O I：

10.1039/c5cc07752d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Tetrahydroquinolines (THQs) with an all-carbon quaternary stereocenter were effectively obtained via the in situ formation of aza-ortho-xylylene (AOX) with easily accessible 1,2-dihydroquinolines as precursors. The reaction was rationalizedwith chiral phosporic acid to afford chiral THQs with high yield and excellent enantioselectivity.

引用

页码：2304 / 2306

页数：3

共 25 条

[1] Enantioselective Organocatalytic Transfer Hydrogenation of 1,2-Dihydroquinoline through Formation of Aza-o-xylylene
Li, Guangxun
Liu, Hongxin
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[2] Catalytic Enantioselective Birch-Heck Sequence for the Synthesis of Tricyclic Structures with All-Carbon Quaternary Stereocenters
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[8] Catalytic Asymmetric 1,6-Conjugate Addition of para-Quinone Methides: Formation of All-Carbon Quaternary Stereocenters
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