4-Substituted prolyl sulfonamides as enantioselective organocatalysts for aldol reactions

被引：54

作者：

Bellis, E ^{[1
]}

Vasilatou, K ^{[1
]}

Kokotos, G ^{[1
]}

机构：

[1] Univ Athens, Dept Chem, Organ Chem Lab, Athens 15771, Greece

来源：

SYNTHESIS-STUTTGART | 2005年 / 14期

关键词：

aldol reactions; amino acids; asymmetric catalysis; catalysis; sulfonamides;

D O I：

10.1055/s-2005-870026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of prolyl and 4-substituted prolyl sulfonamides were prepared and were evaluated as organocatalysts of asymmetric aldol reaction. Using prolyl methanesulfonamide, 4-benzyloxy-prolyl methanesulfonamide and toluenesulfonamide and 4-hydroxyprolyl toluenesulfonamide the aldol product was obtained in much higher enantiomeric excess (ee) in comparison to that observed using proline itself. In addition, these new catalysts may be used in lower sub-stoichiometric amounts than proline, because of their improved solubility in organic solvents.

引用

页码：2407 / 2413

页数：7

共 38 条

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