SYNTHESIS OF BETA-HYDROXY NITRILES VIA INDIUM-INDUCED COUPLING OF BROMOACETONITRILE WITH CARBONYL-COMPOUNDS

被引：22

作者：

ARAKI, S ^{[1
]}

YAMADA, M ^{[1
]}

BUTSUGAN, Y ^{[1
]}

机构：

[1] NAGOYA INST TECHNOL, DEPT APPL CHEM, GOKISO CHO, SHOWA KU, NAGOYA, AICHI 466, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 04期

关键词：

D O I：

10.1246/bcsj.67.1126

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The organoindium reagent, derived from indium metal and bromoacetoiiitrile, reacted with carbonyl compounds in the presence of chlorotrimethylsilane to give, after hydrolysis, beta-hydroxy nitriles. The coupling proceeded with high chemoselectivity, though the diastereoselectivity was low.

引用

页码：1126 / 1129

页数：4

共 25 条

[1] INDIUM-INDUCED REACTION OF PHENACYL IODIDE - DEIODINATIVE DIMERIZATION TO BETA,GAMMA-EPOXY KETONE AND ALDOL CONDENSATION WITH ALDEHYDES
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[5] CONVENIENT SYNTHESIS OF QUINOL ESTERS BY INDIUM-MEDIATED REFORMATSKY REACTION OF QUINONES
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[6] A BARBIER ALLYLATION AND A REFORMATSKY REACTION OF CARBONYL-COMPOUNDS MEDIATED BY INDIUM(I) IODIDE
ARAKI, S
ITO, H
KATSUMURA, N
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[J]. SYNTHETIC COMMUNICATIONS, 1988, 18 (04) : 453 - 458
[8] CARBOINDATION OF ALKYNOLS - A FACILE SYNTHESIS OF YOMOGI ALCOHOL
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[J]. TETRAHEDRON LETTERS, 1992, 33 (18) : 2581 - 2582
[9] PREPARATION AND SOME REACTIONS OF ALLYLIC INDIUM REAGENTS
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[10] INDIUM-INDUCED ALLYLATION OF ACID ANHYDRIDES - A FACILE SYNTHESIS OF ALLYLATED BUTENOLIDES AND PHTHALIDES
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