Asymmetric synthesis of hydrobenzofuranones via desymmetrization of cyclohexadienones using the intramolecular Stetter reaction
Asymmetric synthesis of hydrobenzofuranones via desymmetrization of cyclohexadienones using the intramolecular Stetter reaction
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DOI：
10.1021/ja058337u
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发表时间：
2006-03-01
影响因子：
15
通讯作者：
Rovis, T
中科院分区：
文献类型：
--
作者：
Liu, Q;Rovis, T
酚类化合物经脱芳、氧化得到环己二烯基氧基乙醛，再经不对称分子内Stetter反应得到氢化苯并呋喃酮，产率较高。可以以良好至优异的对映体选择性和高非对映体选择性形成四元以及至多三个连续的立体中心。
Dearomatization of phenols followed by oxidation affords cyclohexadienyloxyacetaldehydes, which produce hydrobenzofuranones via asymmetric intramolecular Stetter reaction in good to excellent yield. Quaternary as well as up to three contiguous stereocenters may be formed in good to excellent enantioselectivities and high diastereoselectivities.