Nonlinear effects in proline-catalysed aldol reactions under solvent-free conditions based on the ternary phase behaviour of scalemic proline

被引：33

作者：

Bruckmann, Angelika ^{[1
]}

Rodriguez, Belen ^{[1
]}

Bolm, Carsten ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany

来源：

CRYSTENGCOMM | 2009年 / 11卷 / 03期

关键词：

SOLID-STATE; ENANTIOMERIC EXCESS; ASYMMETRIC ORGANOCATALYSIS; ORGANIC-REACTIONS; AMINO-ACIDS; BALL MILL; AMPLIFICATION; YIELD;

D O I：

10.1039/b821415h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ball milling was employed in order to study the phase behaviour of the proline-catalysed aldol reaction between solely solid substrates under solvent-free conditions. A significant nonlinear relationship between the enantiomeric excess of the catalyst (proline) and that of the aldol product was observed. The nature of this nonlinear effect originated from the ternary phase behaviour of scalemic proline. Significant differences were detected between reactions in which a mixture of either (S)- proline and (R)- proline or rac-proline and (S)- proline was employed.

引用

页码：404 / 407

页数：4

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