Cinchona alkaloid-based phosphoramide catalyzed highly enantioselective Michael addition of unprotected 3-substituted oxindoles to nitroolefins
Cinchona alkaloid-based phosphoramide catalyzed highly enantioselective Michael addition of unprotected 3-substituted oxindoles to nitroolefins
复制标题
基于金鸡纳生物碱的磷酰胺催化未保护的 3-取代羟吲哚与硝基烯烃的高度对映选择性迈克尔加成
DOI：
10.1039/c1sc00390a
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发表时间：
2011-01-01
期刊：
影响因子：
8.4
通讯作者：
Zhou, Jian
中科院分区：
文献类型：
--
作者：
Ding, Miao;Zhou, Feng;Zhou, Jian
新开发的辛可尼定衍生的磷酰胺6 b，简单且容易获得，被鉴定为强有力的催化剂，用于未保护的3-芳基和3-烷基羟吲哚与β-取代的硝基烯烃的高度对映选择性Michael加成，以高达21：1的非对映选择性和高达99%的对映选择性提供具有相邻的叔立体中心的C3季立体碳中心。
A newly developed cinchonidine-derived phosphoramide 6b, simple and easily available, was identified as a powerful catalyst for the highly enantioselective Michael addition of both unprotected 3-aryl and 3-alkyloxindoles to beta-substituted nitroalkenes to furnish the C3 quaternary stereogenic carbon center with an adjacent tertiary stereocenter in up to 21 : 1 diastereoselectivity and up to 99% enantioselectivity.