Asymmetric Mannich-type reactions for the synthesis of aspartic acid derivatives from chiral N-tert-butanesulfinylimino esters

被引:41
作者
Jacobsen, MF [1 ]
Skrydstrup, T [1 ]
机构
[1] Aarhus Univ, Dept Chem, DK-8000 Aarhus C, Denmark
关键词
D O I
10.1021/jo034436j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Addition of ketene acetals to sulfinimines derived from homochiral N-tert-butanesulfinamide using various Lewis acids furnishes derivatives of aspartic acid in diastereomeric ratios up to 97:3. Following an easy removal of the N-tert-butanesulfinyl chiral auxiliary, optical active beta-amino esters are obtained.
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页码:7112 / 7114
页数:3
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