A HIGHLY EFFICIENT SYNTHESIS OF (Z) GAMMA-IODO ALLYLIC ALCOHOLS

被引：42

作者：

MAREK, I

ALEXAKIS, A

NORMANT, JF

机构：

[1] Laboratoire de Chimie des Organoéléments, associé au CNRS Tour 44-45 Université P. et M. Curie, F-75252 Paris Cedex 05

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 39期

关键词：

BETA-HALOPROPENOATE; (Z) GAMMA-IODO ALLYLIC ALCOHOLS; (Z) GAMMA-IODO ACROLEIN EQUIVALENT;

D O I：

10.1016/S0040-4039(00)92377-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of (Z) Methyl-beta-iodo propenoate with diisobutylaluminium hydride and subsequent reaction with a Grignard reagent allows the synthesis of (Z) gamma-iodo allylic alcohols in a very easy way.

引用

页码：5329 / 5332

页数：4

共 32 条

[1] THE HYDROALUMINATION OF OMEGA-TERBUTOXY ALKYNES - AN EASY ACCESS TO OMEGA-HYDROXY ALKENYL IODIDES - APPLICATION TO THE SYNTHESIS OF DIENIC INSECT PHEROMONES [J].

ALEXAKIS, A ;

DUFFAULT, JM .

TETRAHEDRON LETTERS, 1988, 29 (48) :6243-6246

[2] MILD PROTECTION AND DEPROTECTION OF ALCOHOLS AS TERT-BUTYL ETHERS IN THE FIELD OF PHEROMONE SYNTHESIS [J].

ALEXAKIS, A ;

GARDETTE, M ;

COLIN, S .

TETRAHEDRON LETTERS, 1988, 29 (24) :2951-2954

[3] PROSTAGLANDINS AND CONGENERS .20. SYNTHESIS OF PROSTAGLANDINS VIA CONJUGATE ADDITION OF LITHIUM TRANS-1-ALKENYLTRIALKYLALANATE REAGENTS - NOVEL REAGENT FOR CONJUGATE 1,4-ADDITIONS [J].

BERNADY, KF ;

FLOYD, MB ;

POLETTO, JF ;

WEISS, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (09) :1438-1447

[4]

BIOUGNE J, 1971, CR ACAD SCI C CHIM, V272, P858

[5] TRANSMISSION OF POLAR EFFECTS .3. KINETICS OF ACID-CATALYZED ESTERIFICATION OF 3-SUBSTITUTED ACRYLIC ACIDS AND ALKALINE HYDROLYSIS OF METHYL ESTERS [J].

BOWDEN, K .

CANADIAN JOURNAL OF CHEMISTRY, 1966, 44 (06) :661-&

[6]

CHALCHAT JC, 1983, CR ACAD SCI II, V296, P253

[7]

Colvin E. W, 1981, SILICON ORGANIC SYNT

[8] A NEW STEREOSPECIFIC SYNTHESIS OF TRISUBSTITUTED OLEFINS . STEREOSPECIFIC SYNTHESIS OF FARNESOL [J].

COREY, EJ ;

KATZENEL.JA ;

POSNER, GH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (16) :4245-&

[9] (E)-3-(TRIMETHYLSILYL)-2-PROPEN-1-OL - AN IMPROVED PREPARATION [J].

DENMARK, SE ;

JONES, TK .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (23) :4595-4597

[10]

GOSMINI R, 1991, SYNLETT, V2, P111

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