Highly Diastereoselective Hydrosilane-assisted Rhodium-Catalyzed Spiro-type Cycloisomerization of Succinimide and Pyrazolone -based Functional 1,6-Dienes.

Highly Diastereoselective Hydrosilane-assisted Rhodium-Catalyzed Spiro-type Cycloisomerization of Succinimide and Pyrazolone -based Functional 1,6-Dienes.
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DOI:
10.1002/asia.202100372
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发表时间:
2021-05
期刊:
Chemistry, an Asian journal
影响因子:
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通讯作者:
Hui‐Lin Li;Wei-sheng Huang;Fang Ling;Li Li-Li;Jun Yan;Hao Xu;Li‐Wen Xu
Hui‐Lin Li;Wei-sheng Huang;Fang Ling;Li Li-Li;Jun Yan;Hao Xu;Li‐Wen Xu
中科院分区:
其他
文献类型:
--
作者:
Hui‐Lin Li;Wei-sheng Huang;Fang Ling;Li Li-Li;Jun Yan;Hao Xu;Li‐Wen Xu

文献摘要

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有机硅化合物是重要的试剂和合成中间体,在新材料和复杂产品的构建中起着关键作用。在这里,我们显示了一个高度非对映选择性铑催化的环异构化的1,6-二烯,其中使用(EtO)3 SiH加速分子内环化反应,以提供一种新的螺稠合琥珀酰亚胺和吡唑酮衍生物在中等至优异的产量作为一个单一的非对映异构体。所提出的机制涉及一个积极的Rh-H物种的氢硅烷,这是在这个螺型环异构化反应的H-供体。
Organosilicon compounds are important reagents and synthetic intermediates that play a key role in the construction of new materials and complex products. Here we show a highly diastereoselective rhodium-catalyzed cycloisomerization of 1,6-dienes, in which the use of (EtO) 3 SiH accelerates the intramolecular cyclization reaction to afford a novel spiro-fused succinimide and pyrazolone derivatives in moderate to excellent yields as a single diastereoisomer. The proposed mechanism involves an active Rh-H species from the hydrosilane that is the H-donor in this spiro-type cycloisomerization reaction.