REGIOSELECTIVE ALLYLATION OF KETENES PROMOTED BY SMI2

被引：4

作者：

MIYOSHI, N ^{[1
]}

TAKEUCHI, S ^{[1
]}

OHGO, Y ^{[1
]}

机构：

[1] NIIGATA COLL PHARM, 5-13-2 KAMISHINEI CHO, NIIGATA 95021, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 02期

关键词：

D O I：

10.1246/bcsj.67.445

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ketenes react with various allylic halides mediated by 2 equiv samarium(II) diiodide (SMI2) to the ketenes to afford allylated ketones in good yields. In the reaction with gamma-substituted allylic halides, the regioselectivity is influenced by the olefinic geometry of allylic halides. By using gamma-substituted (E)-allylic halides, the allylation proceeds on the less hindered site (alpha-position) Of allylic groups predominantly and the tendency was enhanced by the addition of HMPA.

引用

页码：445 / 451

页数：7

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