中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
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
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
DOI10.1021/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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