CONTROL OF THE AQUEOUS ALDOL ADDITION UNDER CLAISEN-SCHMIDT CONDITIONS

被引：15

作者：

BUONORA, PT

ROSAUER, KG

DAI, LJ

机构：

[1] Department of Chemistry, Lamar University - Beaumont, Beaumont, TX 77710-0022

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 23期

关键词：

D O I：

10.1016/0040-4039(95)00700-M

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The influence of the addition of Lewis acid (zinc nitrate-hexahydrate) and Lewis base (N,N-dimethylaminoethanol) on the aqueous Claisen-Schmidt reaction was investigated The results demonstrate the preferential activation of the aldol addition reaction by the zinc ion under either specific or general base conditions. A protocol has been developed which selectively produces aldol addition products under aqueous conditions.

引用

页码：4009 / 4012

页数：4

共 19 条

[11]

Yuan, Zhao, Chin. Chem. Lett., 2, (1991)

[12]

Desper, Breslow, J. Am. Chem. Soc., 116, (1994)

[13]

Nagawa, Nakao, Watanabe, Steric effects of chiral ligands in a new type of aldol condensations catalyzed by zinc(II) complexes of .ALPHA.-amino acid esters., Chemistry Letters, (1985)

[14]

Guthrie, Wang, The aldol condensation of acetophenone with acetone, Canadian Journal of Chemistry, 69, (1991)

[15]

Guthrie, J. Am. Chem. Soc., 113, (1991)

[16]

Denmark, Lee, Tetrahedron Lett., 33, (1992)

[17]

Kollonitsch, New aspects of organocadmium chemistry. Part I. True reactivity of organocadmium compounds, Journal of the Chemical Society A: Inorganic, Physical, Theoretical, (1966)

[18]

House, Crumrine, Teranshi, Olmstead, J. Am. Chem. Soc., 95, (1973)

[19]

Soai, Niwa, Chem. Rev., 92, (1992)

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