Intramolecular reaction of oxo-substituted allenyl- and propargylstannane with aldehyde

被引：14

作者：

Kadota, I ^{[1
]}

Hatakeyama, D ^{[1
]}

Seki, K ^{[1
]}

Yamamoto, Y ^{[1
]}

机构：

[1] TOHOKU UNIV,GRAD SCH SCI,DEPT CHEM,SENDAI,MIYAGI 98077,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 17期

关键词：

D O I：

10.1016/0040-4039(96)00469-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Lewis acid mediated reactions of allenylstannanes 1 and 13 gave trans cyclic ethers 3a and 14, respectively, with high stereoselectivities. The cyclization fo 7 gave trans cyclic ether 9a. The treatment of propargylstannanes 2 and 8 with Lewis acids such as SnCl4, BuSnCl(3), and ZnCl2 . OEt(2) induced isomerization to allenylmetal species, which underwent cyclization to the corresponding 6- and 5-membered cyclic ethers 3 and 9, respectively. The stereoselectivities depended upon the ring size and Lewis acid utilized. (C) 1996 Elsevier Science Ltd.

引用

页码：3059 / 3062

页数：4

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