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学科主题: 药学
题名:
A Carbohydrate-Based Approach for the Total Synthesis of (-)-Dinemasone B, (+)-4a-epi-Dinemasone B, (-)-7-epi-Dinemasone B, and (+)-4a,7-Di-epi-dinemasone B
作者: Xue, Xiaochao; Yin, Zhaojun; Meng, Xiangbao; Li, Zhongjun
刊名: JOURNAL OF ORGANIC CHEMISTRY
发表日期: 2013-09-20
DOI: 10.1021/jo4015694
卷: 78, 期:18, 页:9354-9365
收录类别: SCI ; IC ; CCR
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
关键词[WOS]: CATALYTIC ENANTIOSELECTIVE REDUCTION ; CHIRAL LEWIS-ACID ; STEREOCHEMICAL PURITY ; BIOLOGICAL EVALUATION ; ASYMMETRIC REDUCTION ; GENERAL-SYNTHESIS ; AQUEOUS-MEDIA ; ONE-STEP ; KETONES ; OXIDATION
英文摘要:

(-)-Dinemasone B was isolated by Krohn and co-workers from a culture of the endophytic fungus Dinemasporium strigosum and has shown promising antimicrobial activity. Described herein is the first total synthesis of (-)-dinemasone B, (+)-4a-epi-dinemasone B, (-)-7-epi-dinemasone B, and (+)-4a,7-di-epi-dinemasone B. Their absolute configurations were also determined. The developed synthesis features a stereoselective reduction of C-glycosidic ketone, lactonization, and E-olefination of aldehyde starting from D-glucose.

语种: 英语
所属项目编号: 81273369 ; 21072016 ; 21072017 ; 2012CB822100 ; 2012ZX09502001-001
项目资助者: National Natural Science Foundation of China (NSFC) ; National Basic Research Program of China (973 Program) ; National Key Technology R&amp ; D Program "New Drug Innovation" of China
WOS记录号: WOS:000330159500045
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/52698
Appears in Collections:北京大学药学院_化学生物学系_期刊论文

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作者单位: Peking Univ, Sch Pharmaceut Sci, Dept Biol Chem, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China

Recommended Citation:
Xue, Xiaochao,Yin, Zhaojun,Meng, Xiangbao,et al. A Carbohydrate-Based Approach for the Total Synthesis of (-)-Dinemasone B, (+)-4a-epi-Dinemasone B, (-)-7-epi-Dinemasone B, and (+)-4a,7-Di-epi-dinemasone B[J]. JOURNAL OF ORGANIC CHEMISTRY,2013,78(18):9354-9365.
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