N-sulfinyl β-amino Weinreb amides:: Synthesis of enantiopure β-amino carbonyl compounds.: Asymmetric synthesis of (+)-sedridine and (-)-allosedridine

被引:81
作者
Davis, FA [1 ]
Prasad, KR [1 ]
Nolt, MB [1 ]
Wu, YZ [1 ]
机构
[1] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA
关键词
D O I
10.1021/ol034119z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Sulfinyl beta-amino Weinreb amides are prepared by condensation of sulfinimines with the potassium enolate of N-methoxy-N-methylacetamide. These new chiral building blocks are useful for the asymmetric synthesis of beta-amino carbonyl compounds, as illustrated here by the concise enantioselective syntheses of sedum alkaloids (+)-sedridine and (-)-allosedridine.
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页码:925 / 927
页数:3
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