The cross-aldol reaction of hexafluoroacetone (HFA) with ketones catalyzed by an acid

被引：7

作者：

Komata, Takeo

Matsunaga, Kei

Hirotsu, Yoshiki

Akiba, Shinya

Ogura, Katsuyuki

机构：

[1] Chiba Univ, Grad Sch Sci & Technol, Inage Ku, Chiba 2638522, Japan

[2] Cent Glass Co Ltd, Chem Res Ctr, Kawagoe, Saitama 3501151, Japan

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2007年 / 128卷 / 08期

关键词：

hexafluoroacetone; cross-aldol reaction; ketones; reduction; fluorine-containing dioles; ALPHA; ALPHA-TRIFLUORO CARBONYL-COMPOUNDS; PERHALO KETONES; PERHALOACETONES; ALPHA-DIFLUORO; STEREOSELECTIVITY; DERIVATIVES; REVERSAL; OLEFINS; ANALOGS;

D O I：

10.1016/j.jfluchem.2007.03.011

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The cross-aldol reactions of hexafluoroacetone (HFA) and ketones using an acid catalyst are reported. When concentrated sulfuric acid was employed as the catalyst, HFA reacted regioselectively with various ketones at 50-100 degrees C to give the aldol adducts (6) in good yields. The reaction is initiated by an acid-catalyzed transformation of the ketone into the corresponding enol that reacts with HFA. The obtained adducts (6) can be reduced with hydrogen under a Ru/C catalyst to lead to the corresponding fluorine-containing diols (13). (c) 2007 Elsevier B.V. All rights reserved.

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页码：902 / 909

页数：8

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