SYNTHESIS OF (±)-ESERMETHOLE VIA AN INTRAMOLECULAR CARBAMOYLKETENE-ALKENE [2+2] CYCLOADDITION

被引：11
|
作者：
Ozawa, Tsukasa [1 ]
Kanematsu, Makoto [1 ]
Yokoe, Hiromasa [1 ]
Yoshida, Masahiro [1 ]
Shishido, Kozo [1 ]
机构：
[1] Univ Tokushima, Grad Sch Pharmaceut Sci, Tokushima 7708505, Japan
来源：
HETEROCYCLES | 2012年 / 85卷 / 12期
关键词：
Esermethole; 2+2] Cycloaddition Reaction; Carbamoylketene; Palladium-Catalyzed Coupling Reaction; Nitrone; CYANOAMIDATION; PALLADIUM; (+/-)-PHYSOVENINE; (-)-COERULESCINE; (+)-HORSFILINE; CYCLIZATION; ALLYLATION;
D O I：
10.3987/COM-12-12599
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A synthesis of (+/-)-esermethole (2), a synthetic precursor of physostigmine (1), has been accomplished by using an intramolecular carbamoylketene-alkene [2+2] cycloaddition followed by nitrone-mediated regioselective ring expansion for the construction of the basic carbon framework of 2 as the key steps.
引用
收藏
页码：2927 / 2932
页数：6
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