Synthesis of (±)-γ-Lycorane by Using an Intramolecular Friedel-Crafts Reaction

被引:13
|
作者
Bao Nguyen Do Doan [1 ]
Tan, Xin Yi [1 ]
Ang, Chin May [1 ]
Bates, Roderick W. [1 ]
机构
[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, 21 Nanyang Link, Singapore 637371, Singapore
来源
SYNTHESIS-STUTTGART | 2017年 / 49卷 / 20期
关键词
heterocycle; pyrrole; Friedel-Crafts; hydrogenation; FORMAL TOTAL-SYNTHESIS; GAMMA-LYCORANE; RADICAL CYCLIZATIONS; 3-SUBSTITUTED PYRROLES; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; (-)-GAMMA-LYCORANE; (+)-GAMMA-LYCORANE; ALKALOIDS; AMIDES;
D O I
10.1055/s-0036-1589067
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A total synthesis of-lycorane has been achieved by employing N-tosylpyrrole as a key building block. The synthesis employs both an intermolecular and an intramolecular Friedel-Crafts reaction, as well as a completely diastereoselective hydrogenation of a late-stage pyrrole intermediate.
引用
收藏
页码:4711 / 4716
页数:6
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