Allylation of aldehydes and imines:: Promoted by reuseable polymer-supported sulfonamide of N-glycine

被引:57
作者
Li, GL [1 ]
Zhao, G [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Modern Synth Organ Chem, Shanghai 200032, Peoples R China
关键词
D O I
10.1021/ol0528235
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A allylation of aldehydes and imines (generated in situ from aldehydes and amines) with allyltributyltin promoted by recoverable and reusable the polymer-supported sulfonamide of N-glycine has been developed. Good to high yields were obtained in various cases. Most of the SnBu3 residue can be recovered as Bu3SnCl. Highly stereoselective synthesis of N-Boc-(2S,3S)-3-hydroxy-2-phenylpiperidine 7 was achieved by using the P4a-mediated allylation of Boc-L-phenylglycinal as a key step.
引用
收藏
页码:633 / 636
页数:4
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