Stereoselective allylation of chiral monoperoxyacetals

被引:17
作者
Ahmed, A [1 ]
Dussault, PH [1 ]
机构
[1] Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA
基金
美国国家卫生研究院;
关键词
peroxide; monoperoxyacetal; allylation; Lewis acid; stereoinduction; neighbouring group;
D O I
10.1016/j.tet.2005.02.071
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Neighboring iodo-, alkoxy-, acetoxy- and silyl groups impart useful levels of diastereoselection in the Lewis acid-mediated allylation of monoperoxyacetals. Although monoperoxyacetals are found to be considerably less reactive than corresponding nonperoxidic acetals, similar stereochemical trends are observed in the two series. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4657 / 4670
页数:14
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