Annulation of β-aryl-α-nitro-α,β-enals and 2,2-dimethyl-1,3-dioxan-5-one:: a one-step assembly of nitrocyclitols.: Application to a short practical synthesis of (±)-7-deoxy-2-epi-pancratistatin tetraacetate

被引:26
作者
Carlos Ortiz, Juan [1 ]
Ozores, Lidia [1 ]
Cagide-Fagín, Fernando [1 ]
Alonso, Ricardo [1 ]
机构
[1] Univ Santiago, Dept Quim Organ, Santiago De Compostela 15782, Spain
关键词
D O I
10.1039/b606277f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel, highly stereocontrotled formal [3 + 3] annulation of beta-aryl-alpha-nitro-alpha,beta-enals with the enamine derived from 2,2-dimethyl-1,3-dioxan-5-one and pyrrolidine afforded protected nitrocyclitols with five newly created stereocentres and constituted the key step in a short, gram-scale synthesis of a pancratistatin analogue.
引用
收藏
页码:4239 / 4241
页数:3
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