Application of high pressure induced by water-freezing to the Michael reaction of alcohols with α,β-enones

被引：27

作者：

Hayashi, Y ^{[1
]}

Nishimura, K ^{[1
]}

机构：

[1] Univ Sci & Technol, Fac Engn, Dept Ind Chem, Shinjuku Ku, Tokyo 1628601, Japan

来源：

CHEMISTRY LETTERS | 2002年 / 03期

关键词：

D O I：

10.1246/cl.2002.296

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

High pressure (about 200 MPa), which was realized by freezing water in a sealed autoclave, has been successfully applied to a high-yield Michael reaction of alcohols and alpha,beta-unsaturated ketones in the presence of a catalytic amount of DMAP and LiClO4. Only a moderate yield was obtained under atmospheric pressure.

引用

页码：296 / 297

页数：2

共 13 条

[1] ASYMMETRIC-SYNTHESIS OF MALIC ACID-TYPE SYNTHONS VIA CHIRAL NOREPHEDRINE-DERIVED OXAZOLIDINES [J].

BERNARDI, A ;

CARDANI, S ;

SCOLASTICO, C ;

VILLA, R .

TETRAHEDRON, 1990, 46 (06) :1987-1998

[2]

Ciobanu M, 1997, LIEBIGS ANN-RECL, P623

[3] EFFICIENT SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA-IONONE FROM (R)-ALPHA-DAMASCONE AND (S)-ALPHA-DAMASCONE [J].

FEHR, C ;

GUNTERN, O .

HELVETICA CHIMICA ACTA, 1992, 75 (04) :1023-1028

[4]

Giguere R.J., 1989, ORGANIC SYNTHESIS TH, V1

[5]

Greene T. W., 1999, PROTECTIVE GROUPS OR

[6] Microorganism inactivation using high-pressure generation in sealed vessels under sub-zero temperature [J].

Hayakawa, K ;

Ueno, Y ;

Kawamura, S ;

Kato, T ;

Hayashi, R .

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 1998, 50 (04) :415-418

[7] PALLADIUM(II)-CATALYZED ALKOXYLATION AND ACETOXYLATION OF ALKENES [J].

HOSOKAWA, T ;

SHINOHARA, T ;

OOKA, Y ;

MURAHASHI, SI .

CHEMISTRY LETTERS, 1989, (11) :2001-2004

[8] Effect of high pressure on Michael and Henry reactions between ketones and nitroalkanes [J].

Jenner, G .

NEW JOURNAL OF CHEMISTRY, 1999, 23 (05) :525-529

[9] The synthesis and reactions of heterocycles under high pressures: Part II [J].

Matsumoto, K ;

Kaneko, M ;

Katsura, H ;

Hayashi, N ;

Uchida, T ;

Acheson, RM .

HETEROCYCLES, 1998, 47 (02) :1135-1177

[10]

MATSUMOTO K, 1985, SYNTHESIS-STUTTGART, P999

← 1 2 →