Vinylogous Mannich reactions: Some theoretical studies on the origins of diastereoselectivity

被引:47
|
作者
Bur, SK [1 ]
Martin, SF [1 ]
机构
[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
关键词
D O I
10.1021/ol006464j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Ab initio calculations at the RHF/3-21G* level were used to investigate the limiting transition states in the addition of 2-methoxyfuran to a pyrrolinium ion. Four stationary points were found on the potential energy surface with relative energies of three Diels-Alder, 0.0 kcal/mol; erythro open, 0.9 kcal/mol; erythro Diels-Alder, 1.3 kcal/mol; and three open, 1.8 kcal/mol.
引用
收藏
页码:3445 / 3447
页数:3
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