Enantioselective synthesis without discrete optically active additives.
Enantioselective synthesis without discrete optically active additives.
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无需离散光学活性添加剂的对映选择性合成。
DOI：
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发表时间：
2002
影响因子：
15
通讯作者：
L. Vo
中科院分区：
文献类型：
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作者：
D. A. Singleton;L. Vo
通过对Soai的不对称自催化反应的适应，发现小的对映体过量可以被放大到任意程度。当这一过程应用于48次没有离散的光学活性添加剂的反应，所有最终提供了大量的光学活性的产品。然而，观察结果强烈表明，这些反应中的大多数（很可能全部）并不是绝对不对称合成的真正例子。相反，最终的光学活性是由光学活性杂质引起的。微量的光学活性物质可能主导不对称自催化反应的结果，并且在存在相反的手性影响时，单个对映体倾向于接管反应。注意到这些观察结果对生物同手性起源的可能影响。
By an adaptation of the asymmetric autocatalysis reactions of Soai, it was found that small enantiomeric excesses may be amplified to an arbitrary extent. When this process was applied 48 times to reactions in the absence of discrete optically active additives, all ultimately afforded substantial optical activity in the product. However, observations strongly suggest that most (and likely all) of these reactions are not true examples of absolute asymmetric synthesis. Rather, the ultimate optical activity arises from optically active impurities. Trace amounts of optically active materials may dominate the outcome of reactions involving asymmetric autocatalysis, and in the presence of opposite chiral influences a single enantiomer tends to take over a reaction. The possible implications of these observations to the origin of biological homochirality are noted.