Diastereoselection in 1,3-dipolar cycloadditions of a chiral cyclic nitrone to α,β-unsaturated δ-lactones

被引:27
|
作者
Jurczak, M
Rabiczko, J
Socha, D
Chmielewski, M [1 ]
Cardona, F
Goti, A
Brandi, A
机构
[1] Univ Florence, CNR, Ctr Composti Eterociclici, Dipartimento Chim Organ U Schiff, I-50121 Florence, Italy
[2] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland
关键词
D O I
10.1016/S0957-4166(00)00126-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
1,3-Dipolar cycloadditions of the nitrone 1 to alpha,beta-unsaturated delta-lactones: non-chiral 13, racemic mixture 3/4, D-glycero 3, and L-glycero 4 proceed with high stereoselectivity in the cases of 13 and 3 and a significant kinetic resolution in the case of the racemate 3/4. The exo approach to the re-re sides of the lactones predominates. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2015 / 2022
页数:8
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