GENERATION OF ALLENIC SAMARIUM COMPLEXES FROM PSOPARGYLIC ETHERS AND (C(5)ME(5))(2)SM(THF)(2), AND THEIR ELECTROPHILIC TRAPPING

被引：19

作者：

MAKIOKA, Y

KOYAMA, K

NISHIYAMA, T

TAKAKI, K

TANIGUCHI, Y

FUJIWARA, Y

机构：

[1] HIROSHIMA UNIV,FAC ENGN,DEPT APPL CHEM,HIGASHIHIROSHIMA 739,JAPAN

[2] KYUSHU UNIV,FAC ENGN,DEPT CHEM SCI & TECHNOL,FUKUOKA 812,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 35期

关键词：

D O I：

10.1016/0040-4039(95)01260-O

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Allenic samarium complexes are readily generated in high yields by the reaction of propargylic benzyl ethers with (C(5)Me(5))(2)Sm(thf)(2). Electrophilic trapping of the complexes derived from the secondary and tertiary ethers with cyclohexanone and dimethylphenylsifyl chloride gives the corresponding propargylic products selectively, whereas alpha-allenic alcohols are predominantly obtained in the reaction of the complexes, generated from the primary ethers, with cyclohexanone.

引用

页码：6283 / 6286

页数：4

共 13 条

[1] SYNTHESIS OF HOMOPROPARGYL CYCLOALKANOLS BY PD-CATALYZED SAMARIUM DIIODIDE-PROMOTED INTRAMOLECULAR COUPLING OF ALKYNYL ESTERS WITH ALDEHYDES AND KETONES [J].