Amplification of enantiomeric excess in a proline-mediated reaction

被引:128
作者
Mathew, SP
Iwamura, H
Blackmond, DG [1 ]
机构
[1] Univ London Imperial Coll Sci & Technol, Dept Chem, London SW7 2AZ, England
[2] Mitsubishi Pharma Corp, Ibaraki 3140255, Japan
关键词
asymmetric amplification; asymmetric catalysis; autocatalysis; chirality; kinetics;
D O I
10.1002/anie.200453997
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The evolution of homochirality from simple organic molecules can perhaps be modeled on the proline-mediated aminoxylation of aldehydes (see scheme). The observed accelerating reaction rate combined with an amplification of the enantiomeric excess of the product is attributed to an autoinductive reaction mediated by an adduct of proline and the product.
引用
收藏
页码:3317 / 3321
页数:5
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