Highly Diastereoselective α-Hydroxylation of Fox Chiral Auxiliary-Based Amide Enolates with Molecular Oxygen
Highly Diastereoselective α-Hydroxylation of Fox Chiral Auxiliary-Based Amide Enolates with Molecular Oxygen
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DOI：
10.1021/ol100211s
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发表时间：
2010-04-02
期刊：
影响因子：
5.2
通讯作者：
Brigaud, Thierry
中科院分区：
文献类型：
--
作者：
Lubin, Hodney;Tessier, Arnaud;Brigaud, Thierry
使用三氟甲基恶唑烷（Fox）手性助剂，烯醇化物的羟基化反应在平稳和友好的条件下，分子氧作为氧化剂非常有效地进行。该反应以极高的非对映选择性发生。切割后，有效回收手性助剂，并释放出高价值的对映体纯含氧羧酸和醇。
Using a trifluoromethylated oxazolidine (Fox) chiral auxiliary, the hydroxylation reaction of enolates was very efficiently performed under smooth and friendly conditions with molecular oxygen as oxidizer. This reaction occurred with an extremely high diastereoselectivity. After cleavage, the chiral auxiliary is efficiently recovered and highly valuable enantiopure oxygenated carboxylic acids and alcohols are released.