NAPHTHALENE-CATALYZED LITHIATION OF PHENONE IMINES IN THE PRESENCE OF CARBONYL-COMPOUNDS - PREPARATION OF 1,2-AMINOALCOHOLS

被引：48

作者：

GUIJARRO, D ^{[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 / 35期

关键词：

D O I：

10.1016/S0040-4020(01)87249-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The lithiation of different phenone imines 1 with an excess of lithium powder and a catalytic amount (8 mol %) of naphthalene in the presence of several carbonyl compounds 2 in tetrahydrofuran at temperatures ranging between -78 and 20-degrees-C leads, after hydrolysis with water, to the corresponding 1,2-aminoalcohols 3 in moderate yields.

引用

页码：7761 / 7768

页数：8

共 25 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] STEREOCHEMISTRY OF BIMOLECULAR METAL REDUCTION OF BENZALANILINE [J].

EISCH, JJ ;

KASKA, DD ;

PETERSON, CJ .

JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (02) :453-&

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

GIL, JF ;

RAMON, DJ ;

YUS, M .

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

[4] NAPHTHALENE-CATALYZED LITHIATION OF 3-CHLORO-2-CHLOROMETHYLPROPENE IN A BARBIER-TYPE PROCESS WITH CARBONYL-COMPOUNDS [J].

GOMEZ, C ;

RAMON, DJ ;

YUS, M .

TETRAHEDRON, 1993, 49 (19) :4117-4126

[5] 4,4'-DI-TERT-BUTYLBIPHENYL-CATALYZED LITHIATION OF CHLOROMETHYL ETHYL ETHER - A BARBIER-TYPE NEW AND EASY ALTERNATIVE TO ETHYL LITHIOMETHYL ETHER [J].

GUIJARRO, A ;

YUS, M .

TETRAHEDRON LETTERS, 1993, 34 (21) :3487-3490

[6] C,O-DILITHIATED DIARYLMETHANOLS - EASY AND IMPROVED PREPARATION BY NAPHTHALENE-CATALYZED LITHIATION OF DIARYL KETONES AND REACTIVITY TOWARD ELECTROPHILES [J].

GUIJARRO, D ;

MANCHENO, B ;

YUS, M .

TETRAHEDRON, 1993, 49 (06) :1327-1334

[7] NAPHTHALENE-CATALYZED LITHIATION OF DIALKYL SULFATES - A NEW ROUTE FOR ORGANOLITHIUM REAGENTS [J].

GUIJARRO, D ;

MANCHENO, B ;

YUS, M .

TETRAHEDRON LETTERS, 1992, 33 (38) :5597-5600

[8] NAPHTHALENE-CATALYZED LITHIATION OF ALLYLIC AND BENZYLIC MESYLATES - A NEW METHOD FOR ALLYL, METHALLYL, AND BENZYL LITHIUM [J].

GUIJARRO, D ;

MANCHENO, B ;

YUS, M .

TETRAHEDRON, 1992, 48 (22) :4593-4600

[9]

GUIJARRO D, 1993, TETRAHEDRON, V49, P469

[10] PREPARATION OF 1,3-OXAZOLIDINES FROM ISONITRILES AND ALDEHYDES BY A MULTICOMPONENT REACTION [J].

HESSE, G ;

WITTE, H ;

GULDEN, W .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1965, 4 (07) :596-&

← 1 2 3 →