A Cascade Annulation Based Convergent Approach to Racemic Tetrodotoxin

被引:22
作者
Cagide-Fagin, Fernando [1 ]
Alonso, Ricardo [1 ]
机构
[1] Univ Santiago, Dept Quim Organ, Santiago De Compostela 15782, Spain
关键词
Natural products; Annulation; Cyclitols; beta-(Hetero)aryl-alpha-nitro-alpha; beta-enals; 2,2-Dimethyl-1,3-dioxan-5-one; EFFICIENT TOTAL-SYNTHESIS; SODIUM-CHANNEL; STEREOSELECTIVE-SYNTHESIS; EN-ROUTE; (-)-TETRODOTOXIN; DERIVATIVES; TOXINS;
D O I
10.1002/ejoc.201001159
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthetic power of the recently developed cascade annulations of beta-(hetero)aryl-alpha-nitro-alpha,beta-enals with the pyrrolidine-derived enamine of 2,2-dimethyl-1,3-dioxan-5-one is demonstrated by the first convergent route to (+/-)-tetrodotoxin.
引用
收藏
页码:6741 / 6747
页数:7
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