DIRECT TRANSFORMATION OF TRIALKYL PHOSPHATES INTO ORGANOLITHIUM COMPOUNDS BY A DTBB-CATALYZED LITHIATION

被引：34

作者：

GUIJARRO, D ^{[1
]}

MANCHENO, B ^{[1
]}

YUS, M ^{[1
]}

机构：

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

来源：

TETRAHEDRON | 1994年 / 50卷 / 28期

关键词：

D O I：

10.1016/S0040-4020(01)85573-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of different alkylic or phenylic phosphates 1 with an excess of lithium powder and a catalytic amount of DTBB (5 mol %) in the presence of an electrophile -Barbier-type reaction conditions- in THF at -30 degrees C leads to the formation of the expected products 2, resulting from the reaction of the in situ generated organolithium compound with the corresponding electrophile.

引用

页码：8551 / 8558

页数：8

共 45 条

[1] NAPHTHALENE-CATALYZED REDUCTIVE OPENING OF AZIRIDINES WITH LITHIUM - A DIRECT PREPARATION OF N-LITHIO-2-LITHIOALKYLAMINES [J].

ALMENA, J ;

FOUBELO, F ;

YUS, M .

TETRAHEDRON LETTERS, 1993, 34 (10) :1649-1652

[2]

ALMENA J, IN PRESS J ORG CHEM

[3]

ALMENA J, 1994, IN PRESS TRETRAHEDRO

[4] INTERCEPTION OF SHORT-LIVED RADICALS .16. REACTIONS OF RADICALS ME3SN AND ME3SI WITH TETRAPHENYLDIPHOSPHINE, PHOSPHORUS ESTERS AND PHOSPHORUS PERESTERS [J].

AVAR, G ;

NEUMANN, WP .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1977, 131 (02) :207-214

[5] TRANSITION-STATE STRUCTURES FOR ENZYMATIC AND ALKALINE PHOSPHOTRIESTER HYDROLYSIS [J].

CALDWELL, SR ;

RAUSHEL, FM ;

WEISS, PM ;

CLELAND, WW .

BIOCHEMISTRY, 1991, 30 (30) :7444-7450

[6] MASS-SPECTROMETRIC IDENTIFICATION OF PRODUCTS FORMED DURING DEGRADATION OF ETHYL DIMETHYLPHOSPHORAMIDOCYANIDATE (TABUN) [J].

DAGOSTINO, PA ;

PROVOST, LR .

JOURNAL OF CHROMATOGRAPHY, 1992, 598 (01) :89-95

[7]

DUTTON GR, 1943, ORG SYNTH COLL, V2, P109

[8] THE REGIOCHEMISTRY AND STEREOCHEMISTRY OF THE HYDROBORATION OF ALLYLSILANES [J].

FLEMING, I ;

LAWRENCE, NJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (24) :3309-3326

[9] COBALT-CATALYZED CARBON-CARBON BOND FORMATION VIA RADICALS [J].

GIESE, B ;

ERDMANN, P ;

GOBEL, T ;

SPRINGER, R .

TETRAHEDRON LETTERS, 1992, 33 (32) :4545-4548

[10] NEW MASKED DELTA-LITHIOCARBONYL COMPOUNDS - PREPARATION AND SYNTHETIC APPLICATIONS [J].

GIL, JF ;

RAMON, DJ ;

YUS, M .

TETRAHEDRON, 1993, 49 (22) :4923-4938

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