双功能
多米诺骨牌
立体中心
化学
硫脲
奥西多尔
伊萨丁
级联反应
有机催化
迈克尔反应
有机化学
立体化学
对映选择合成
催化作用
作者
Kun Zhao,Yuee Zhi,Tao Shu,Arto Valkonen,Kari Rissanen,Dieter Enders
标识
DOI:10.1002/ange.201606947
摘要
Abstract An asymmetric organocatalytic domino oxa‐Michael/1,6‐addition reaction of ortho ‐hydroxyphenyl‐substituted para ‐quinone methides and isatin‐derived enoates has been developed. In the presence of 5 mol % of a bifunctional thiourea organocatalyst, this scalable domino reaction affords 4‐phenyl‐substituted chromans bearing spiro‐connected oxindole scaffolds and three adjacent stereogenic centers in good to excellent yields (up to 98 %) and with very high stereoselectivities (up to >20:1 d.r., >99 % ee ).
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