STEREOSELECTIVE SYNTHESIS OF TRISUBSTITUTED Z-OLEFINS OR E-OLEFINS EMPLOYING N-SUBSTITUTED BETA-METHALLYLDIMETHYLAMMONIUM YLIDES

被引：18

作者：

HONDA, K ^{[1
]}

INOUE, S ^{[1
]}

SATO, K ^{[1
]}

机构：

[1] YOKOHAMA NATL UNIV,FAC ENGN,DEPT SYNTHET CHEM,YOKOHAMA,KANAGAWA 240,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 02期

关键词：

D O I：

10.1021/jo00028a006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[2,3] Sigmatropic rearrangement of N-substituted beta-methallyldimethylammonium ylides forms tri-substituted olefins with high stereoselectivity. Ylides with a powerful electron-withdrawing substituent (-COCH3 or -CO2Et) in the alpha-position and those with a vinyl group carrying an ester moiety at the beta-position afford exclusively E- and Z-olefins, respectively.

引用

页码：428 / 429

页数：2

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