Sm(III)-catalyzed highly diastereoselective rearrangement and reduction of α-hydroxy epoxides -: A new synthetic method for preparing 1,3-diol monoesters

被引:0
|
作者
Fan, CA [1 ]
Song, ZL [1 ]
Tu, YQ [1 ]
Wang, BM [1 ]
机构
[1] Lanzhou Univ, Natl Lab Appl Organ Chem, Dept Chem, Lanzhou 730000, Peoples R China
关键词
diastereoselectivity; 1,3-diol; alpha-hydroxy epoxide; samarium diiodide; tandem reaction;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Anew Sm(III)-catalyzed tandem reaction of a-hydroxy epoxide has been discovered, where two catalytic reactions occur sequentially in one-pot and afford three contiguous stereocenters in a highly diastereoselective manner. It could be developed to a general procedure for diastereoselective construction of 2-quaternary-1,3-diol units. Extensive investigations of the reaction conditions and mechanism are also described.
引用
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页码:1074 / 1080
页数:7
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