N-(p-dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide: a practical proline mimetic for facilitating enantioselective aldol reactions.

N-(p-dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide: a practical proline mimetic for facilitating enantioselective aldol reactions.
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DOI:
10.1021/ol801941j
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发表时间:
2008-10-16
期刊:
影响因子:
5.2
通讯作者:
Carter RG
Carter RG
中科院分区:
化学1区
文献类型:
--
作者:
Yang H;Carter RG

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开发了一种高度实用且易于获得的脯氨酸替代物,其在普通非极性有机溶剂中具有改善的溶解度特性。这种磺酰胺基催化剂已被证明在促进对映选择性和非对映选择性的羟醛缩合反应,在非极性有机溶剂中的一个单一当量的水的存在下,与一系列的底物是非常有效的。此外,在不存在任何有机溶剂的情况下,可以使用低至2摩尔%的催化剂负载量,并具有持续的高水平选择性。
A highly practical and readily available proline surrogate has been developed with improved solubility properties in common, nonpolar organic solvents. This sulfonamide-based catalyst has proven highly effective at facilitating enantioselective and diastereoselective aldol reactions with a range of substrates in nonpolar organic solvents in the presence of a single equivalent of water. Additionally, catalyst loading as low as 2 mol % can be employed in the absence of any organic solvent with continued high levels of selectivity.
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