Catalytic Asymmetric Total Synthesis of (+)- and (-)-Paeoveitol via a Hetero-Diels-Alder Reaction
文献类型:期刊论文
作者 | Li,Tian-Ze; Geng,Chang-An; Yin,Xiu-Juan; Yang,Tong-Hua; Chen,Xing-Long; Huang,Xiao-Yan; Ma,Yun-Bao; Zhang,Xue-Mei; Chen,Ji-Jun![]() |
刊名 | ORGANIC LETTERS
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出版日期 | 2017 |
卷号 | 19期号:3页码:429-431 |
关键词 | Ortho-quinone Methides Paeonia-veitchii Natural-products Paeoveitol |
ISSN号 | 1523-7060 |
DOI | 10.1021/acs.orglett.6b03801 |
英文摘要 | The first catalytic asymmetric total synthesis of (+)- and (-)-paeoveitol has been accomplished in 42% overall yield via a biomimetic hetero-Diels-Alder reaction. The chiral phosphoric acid catalyzed hetero-Diels-Alder reaction showed excellent diastereo- and enantioselectivity (>99:1 dr and 90% ee); two rings and three stereocenters were constructed in a single step to produce (-)-paeoveitol on a scale of 452 mg. This strategy enabled us to selectively synthesize both paeoveitol enantiomers from the same substrates by simply changing the enantiomer of the catalyst. |
学科主题 | Chemistry, Organic |
语种 | 英语 |
源URL | [http://ir.kib.ac.cn/handle/151853/54965] ![]() |
专题 | 昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室 |
推荐引用方式 GB/T 7714 | Li,Tian-Ze,Geng,Chang-An,Yin,Xiu-Juan,et al. Catalytic Asymmetric Total Synthesis of (+)- and (-)-Paeoveitol via a Hetero-Diels-Alder Reaction[J]. ORGANIC LETTERS,2017,19(3):429-431. |
APA | Li,Tian-Ze.,Geng,Chang-An.,Yin,Xiu-Juan.,Yang,Tong-Hua.,Chen,Xing-Long.,...&Chen,Ji-Jun.(2017).Catalytic Asymmetric Total Synthesis of (+)- and (-)-Paeoveitol via a Hetero-Diels-Alder Reaction.ORGANIC LETTERS,19(3),429-431. |
MLA | Li,Tian-Ze,et al."Catalytic Asymmetric Total Synthesis of (+)- and (-)-Paeoveitol via a Hetero-Diels-Alder Reaction".ORGANIC LETTERS 19.3(2017):429-431. |
入库方式: OAI收割
来源:昆明植物研究所
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