Catalytic asymmetric cycloaddition of ketenes and nitroso compounds: enantioselective synthesis of alpha-hydroxycarboxylic acid derivatives.

Catalytic asymmetric cycloaddition of ketenes and nitroso compounds: enantioselective synthesis of alpha-hydroxycarboxylic acid derivatives.
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DOI:
10.1002/anie.200805805
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发表时间:
2009
影响因子:
16.6
通讯作者:
Fu, Gregory C.
Fu, Gregory C.
中科院分区:
化学1区
文献类型:
--
作者:
Dochnahl, Maximilian;Fu, Gregory C.

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通过选择合适的手性催化剂和起始原料,通过烯酮与亚硝基化合物的环加成反应合成了1,2-恶唑烷-3-酮,具有很好的区域选择性和对映体选择性。除了作为潜在的生物活性靶分子外,产物还可以转化为其他重要类别的化合物,如α-羟基羧酸衍生物。
The appropriate choiceof chiral catalyst and starting materials leads to the synthesis of 1,2‐oxazetidin‐3‐ones by cycloadditions of ketenes with nitroso compounds with very good regioselectivity and enantioselectivity. In addition to serving as potentially bioactive target molecules, the products can be transformed into other important classes of compounds, such as α‐hydroxycarboxylic acid derivatives.
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