Asymmetric synthesis of functionalized trans-2,6-disubstituted piperidines with N-Sulfinyl δ-amino β-ketoesters.: Synthesis of (-)-lasubine I

被引:63
作者
Davis, FA [1 ]
Rao, A
Carroll, PJ
机构
[1] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA
[2] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
关键词
D O I
10.1021/ol035390j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The hydroxy-directed reduction of 1,2-dehydropiperidines with the "ate" complex of DIBAL-H and n-BuLi affords functionalized trans-2,6-disubstituted piperidines. This methodology was employed in the asymmetric synthesis of the quinolizidine alkaloid (-)-lasubine I.
引用
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页码:3855 / 3857
页数:3
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