Oxidative intramolecular phenolic coupling reaction induced by a hypervalent iodine(III) reagent: Leading to galanthamine-type amaryllidaceae alkaloids

被引:157
作者
Kita, Y [1 ]
Arisawa, M [1 ]
Gyoten, M [1 ]
Nakajima, M [1 ]
Hamada, R [1 ]
Tohma, H [1 ]
Takada, T [1 ]
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Osaka 5650871, Japan
关键词
D O I
10.1021/jo9807868
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By extending our oxidative phenol-coupling reactions using a hypervalent iodine(III) reagent, a versatile synthetic procedure for the galanthamine-type Amaryllidaceae alkaloids was accomplished. The first total synthesis of (+/-)-sanguinine and the total syntheses of (+/-)-galanthamine, (+/-)-narwedine, (+/-)-lycoramine, and (+/-)-norgalanthamine were also successfully carried out.
引用
收藏
页码:6625 / 6633
页数:9
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