NAPHTHALENE-CATALYZED LITHIATION OF 3-CHLORO-2-CHLOROMETHYLPROPENE IN A BARBIER-TYPE PROCESS WITH CARBONYL-COMPOUNDS

被引：43

作者：

GOMEZ, C ^{[1
]}

RAMON, DJ ^{[1
]}

YUS, M ^{[1
]}

机构：

[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,APDO 99,E-03080 ALICANTE,SPAIN

来源：

TETRAHEDRON | 1993年 / 49卷 / 19期

关键词：

D O I：

10.1016/S0040-4020(01)89923-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 3-chloro-2-chloromethylpropene (1) and carbonyl compounds (2) with an excess of lithium powder in the presence of a catalytic amount of naphthalene (6%) in tetrahydrofuran at -78 to 20-degrees-C leads, after hydrolysis, to the corresponding methylenic 1,5-diols 3 in a Barbier-type process. The treatment of the crude diols 3 with 12 M hydrochloric acid affords selectively the corresponding substituted dihydropyrans 6.

引用

页码：4117 / 4126

页数：10

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