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Construction of spirooxindole-fused spiropyrazolones containing contiguous three stereogenic centres via [3 + 2] annulation utilizing a ferrocene derived bifunctional phosphine catalyst
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2020-03-19 , DOI: 10.1039/d0qo00140f
Wenjun Luo 1, 2, 3, 4, 5 , Bingxuan Shao 1, 2, 3, 4, 5 , Jingyi Li 1, 2, 3, 4, 5 , Xiao Xiao 1, 2, 3, 4, 5 , Dingguo Song 1, 2, 3, 4, 5 , Fei Ling 1, 2, 3, 4, 5 , Weihui Zhong 1, 2, 3, 4, 5
Affiliation  

A ferrocene-derived bifunctional phosphine-catalyzed enantioselective [3 + 2] annulation of γ-substituted allenoates with pyrazoloneyldiene oxindoles is investigated for the construction of spiro-cyclopentene-linked oxindole and pyrazolone compounds, which bear three consecutive stereocenters and two vicinal spiroquaternary chiral centers, in good chemical yields (up to 95%) with excellent regio-, diastereo- (dr > 19 : 1) and enantioselectivities (up to 98% ee).

中文翻译:

利用二茂铁衍生的双功能膦催化剂通过[3 + 2]环构法构建包含连续三个立体异构中心的螺并吲​​哚并稠的螺并吡唑并酮

研究了二茂铁衍生的双官能膦催化的对位取代的[3 + 2]与吡唑啉基二烯恶吲哚环化的γ-取代的烯酸酯的环-戊烯基连接的羟吲哚和吡唑啉酮化合物的构建,该化合物具有三个连续的立体中心和两个邻位的螺四元手性中心,具有良好的化学收率(高达95%),具有极佳的区域,非对映异构体(dr> 19:1)和对映选择性(高达98%ee)。
更新日期:2020-04-24
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