Highly enantioselective tandem cycloisomerization/Diels-Alder reaction of 2-(1-alkynyl)-2-alken-1-ones and enals: dual catalysis with platinum and amines
Highly enantioselective tandem cycloisomerization/Diels-Alder reaction of 2-(1-alkynyl)-2-alken-1-ones and enals: dual catalysis with platinum and amines
复制标题
2-(1-炔基)-2-烯-1-酮和烯醛的高度对映选择性串联环异构化/Diels-Alder反应：铂和胺的双重催化
DOI：
10.1039/d1cc02080c
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发表时间：
2021
影响因子：
4.9
通讯作者：
Liu Lu
中科院分区：
文献类型：
--
作者：
Zhou Liejin;Liu Lu
在此，我们公开了一种高效的对映选择性合成具有三个连续立构中心的2，3-呋喃稠合碳环的策略。该转化是在PtCl 4/手性胺的双重催化下通过2-（1-炔基）-2-阿尔肯-1-酮和烯醛的串联缩合成环/Diels-Alder反应催化的。原位生成的呋喃基邻醌二甲烷中间体和亚胺活化的烯醛是至关重要的这种转变。
Herein, we disclosed a highly efficient strategy of enantioselective synthesis of 2,3-furan-fused carbocycles bearing three-contiguous stereocenters. This transformation is catalyzed by dual catalysis of PtCl4/chiral amines via tandem dehydrogenative annulation/Diels–Alder reaction of 2-(1-alkynyl)-2-alken-1-ones and enals. The in situ generation of the furan-based ortho-quinodimethane intermediates and the iminium activation of enals are crucial to this transformation.