4-Aminothioureaprolinal Dithioacetal as a Catalyst for Highly Enantioselective Michael Additions of Ketones and Aldehydes to Nitroolefins

4-Aminothioureaprolinal Dithioacetal as a Catalyst for Highly Enantioselective Michael Additions of Ketones and Aldehydes to Nitroolefins
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4-氨基硫脲脯氨醛二硫缩醛作为酮和醛与硝基烯烃的高对映选择性迈克尔加成催化剂

DOI:
10.1002/ejoc.201001211
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发表时间:
2011
期刊:
Eur. J. Org. Chem.
影响因子:
--
通讯作者:
Li-Yang Yin
Li-Yang Yin
中科院分区:
其他
文献类型:
--
作者:
Yan-Mei Zhang;Yong-Ming Chuan;Yun-Gui Peng;Li-Yang Yin

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4-氨基硫脲脯氨醛二硫缩醛4a是一种高效的催化剂,用于酮和醛与硝基烯烃的不对称Michael加成反应,仅需3 mol-%的催化剂负载量。反应顺利进行,并在室温下无溶剂条件下以优异的产率(高达98%产率)、非对映选择性(高达>99:1dr)和对映选择性(高达99%ee)得到顺式选择性加合物。这种极其简单和实用的方法增加了该反应的吸引力。
4-Aminothioureaprolinal dithioacetal 4a is a highly efficient catalyst for the asymmetric Michael addition of ketones and aldehydes to nitroolefins requiring only 3 mol-% catalyst loading. The reactions proceeded smoothly and gave syn selective adducts with excellent yields (up to 98 % yield), diastereoselectivity (up to >99:1 dr), and enantioselectivity (up to 99 % ee) under solvent free conditions at room temperature. This extremely simple and practical procedure increases the attractiveness of this reaction.
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