4,4'-DI-TERT-BUTYLBIPHENYL-CATALYZED LITHIATION OF 2,3-DICHLOROPROPENE - A BARBIER-TYPE PRACTICAL ALTERNATIVE TO 2,3-DILITHIOPROPENE

被引：30

作者：

GUIJARRO, A ^{[1
]}

YUS, M ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(00)91989-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 2,3-dichloropropene (1) and different carbonyl compounds (2) with an excess of lithium powder (1:7 molar ratio) in the presence of a catalytic amount of 4,4'-di-tert-butylbiphenyl (5 mol %) in tetrahydrofuran at 0-degrees-C leads, after hydrolysis with aqueous hydrochloric acid, to the corresponding 1,4-diols in a Barbia-type process.

引用

页码：2011 / 2014

页数：4

共 24 条

[1] ALMENA J, IN PRESS TETRAHEDRON
[2] DIRECT AND REGIOSELECTIVE TRANSFORMATION OF ALPHA-CHLORO CARBONYL-COMPOUNDS INTO ALKENES AND DEUTERIOALKENES
BARLUENGA, J
YUS, M
CONCELLON, JM
BERNAD, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (13) : 2721 - 2726
[3] CYCLOREVERSIONS OF ANIONS FROM TETRAHYDROFURANS - CONVENIENT SYNTHESIS OF LITHIUM ENOLATES OF ALDEHYDES
BATES, RB
POTTER, DE
KROPOSKI, LM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (04) : 560 - &
[4] BLOMBERG C, 1977, SYNTHESIS-STUTTGART, P18
[5] Cripps H. N., 1973, ORG SYNTH, V5, P22
[6] DEAN FM, 1984, COMPREHENSIVE HETERO, V4
[7] FREEMAN PK, 1976, TETRAHEDRON LETT, P1849
[8] GUIJARRO A, IN PRESS TETRAHEDRON
[9] NAPHTHALENE-CATALYZED LITHIATION OF DIALKYL SULFATES - A NEW ROUTE FOR ORGANOLITHIUM REAGENTS
GUIJARRO, D
MANCHENO, B
YUS, M
[J]. TETRAHEDRON LETTERS, 1992, 33 (38) : 5597 - 5600
[10] NAPHTHALENE-CATALYZED LITHIATION OF ALLYLIC AND BENZYLIC MESYLATES - A NEW METHOD FOR ALLYL, METHALLYL, AND BENZYL LITHIUM
GUIJARRO, D
MANCHENO, B
YUS, M
[J]. TETRAHEDRON, 1992, 48 (22) : 4593 - 4600

← 1 2 3 →