Direct Catalytic Asymmetric Aldol Reactions Assisted by Zinc Complex in the Presence of Water

Direct Catalytic Asymmetric Aldol Reactions Assisted by Zinc Complex in the Presence of Water
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水存在下锌配合物辅助的直接催化不对称羟醛反应

DOI:
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发表时间:
2007
期刊:
影响因子:
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通讯作者:
J. Młynarski
J. Młynarski
中科院分区:
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文献类型:
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作者:
J. Paradowska;Maciej Stodulski;J. Młynarski

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三氟甲磺酸锌和手性C 2 -对称脯氨酰胺配体的组合在主要由水辅助的直接羟醛反应中产生高对映选择性。 5 mol% 催化剂的存在可在未改性的酮和醛之间提供不对称分子间羟醛反应,得到具有优异对映选择性(86-98% ee)的反产物。研究发现,相同的双(脯氨酰胺)配体可以在水存在下(或在水中)催化直接羟醛反应,具有优异的立体控制性,并提供高达 99% ee 的相应羟醛。对于所演示的催化系统,应用无有机溶剂条件。
A combination of zinc triflate and chiral C 2 -symmetrical prolinamide ligand leads to high enantioselectivities in direct aldol reactions essentially assisted by water. The presence of 5 mol % of the catalyst affords an asymmetric intermolecular aldol reaction between unmodified ketones and aldehydes to give anti-products with excellent enantioselectivities ranging from 86-98% ee. The same bis(prolinamide) ligand is found to catalyze the direct aldol reactions in the presence of water (or in water) with excellent stereocontrol and furnish the corresponding aldols in up to 99 % ee. For the demonstrated catalytic systems organic solvent-free conditions are applied.
DOI: 10.1021/ja010037z
发表时间: 2001-06-06
影响因子: 15
作者:
Sakthivel, K;Notz, W;Barbas, CF
通讯作者: Barbas, CF