Novel route to the synthesis of hydroxylated piperidine and pyrrolidine derivatives via the intramolecular reaction of gamma-aminoallylstannane with aldehyde

被引:15
作者
Kadota, I [1 ]
Kawada, M [1 ]
Saya, S [1 ]
Yamamoto, Y [1 ]
机构
[1] TOHOKU UNIV,DEPT CHEM,GRAD SCH SCI,SENDAI,MIYAGI 98077,JAPAN
关键词
D O I
10.1016/0040-4039(96)00205-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Lewis acid mediated intramolecular reaction of gamma-aminoallylstannane 6 gave trans-beta-hydroxypiperidine derivative 7a as a major product. On the other hand, the thermal cyclization of 6 and 8 afforded cis-beta hydroxypiperidine 7b and pyrrolidine derivative 9b, respectively, with very high stereoselectivity.
引用
收藏
页码:2109 / 2112
页数:4
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