LEWIS-ACID CATALYZED ALDOL-TYPE REACTION OF 1,1-DIFLUOROVINYL METHYL-ETHER DERIVATIVES

被引：29

作者：

KODAMA, Y

YAMANE, H

OKUMURA, M

SHIRO, M

TAGUCHI, T

机构：

[1] TOKYO COLL PHARM,HACHIOJI 19203,TOKYO,JAPAN

[2] RIGAKU CORP,AKISHIMA,TOKYO 196,JAPAN

来源：

TETRAHEDRON | 1995年 / 51卷 / 45期

关键词：

D O I：

10.1016/0040-4020(95)00785-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of Lewis acid such as SbCl5, SbCl6 . NAr3 or Cu(OTf)(2), difluorovinyl methyl ether (1,1-dinuoro-2-methoxy-1-alkene) 1 reacted with carbonyl compounds to give O-methylated aldol-type products 3 in good yields, while Lewis acid, such as TMSOTf, TiCl4 or BF3 . Et(2)O, did not work in these reactions. On the other hand, TMSOTf was found an effective catalyst for the reaction of 1 with carbonyl compounds in the presence of alkyl TMS ether 8 to give O-alkylated aldol-type products 9 in good yields.

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页码：12217 / 12228

页数：12

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