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Asymmetric Total Synthesis of (+)-Dragmacidin D Reveals Unexpected Stereocomplexity
Zhang, Fengying1; Wang, Bin1; Prasad, Pritesh3; Capon, Robert J.3; Jia, Yanxing1,2
刊名ORGANIC LETTERS
2015-03-20
DOI10.1021/acs.orglett.5b00327
17期:6页:1529-1532
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]CYCLOHEPTANNELATED INDOLE FRAGMENT ; ENANTIOSELECTIVE TOTAL-SYNTHESIS ; EFFICIENT TOTAL-SYNTHESIS ; DRAGMACIDIN-E SYNTHESIS ; WATER MARINE SPONGE ; (+)-LYSERGIC ACID ; CLAVICIPITIC ACID ; DIRECT ANNULATION ; (+/-)-SEROTOBENINE ; SPONGOSORITES
英文摘要

The first asymmetric total synthesis of the bis-indole marine alkaloid (+)-dragmacidin D (1) has been achieved. This synthesis revises an earlier configurational assignment based on biosynthetic considerations and assigns an R absolute configuration to (+)-1. The current studies reveal that natural dragmacidin D is isolated as either a racemate or a scalemic mixture (39% ee).

语种英语
WOS记录号WOS:000351558100046
项目编号21290183 ; 20120001110100 ; DP120100183
资助机构National Natural Science Foundation of China ; Ph.D. Programs Foundation of Ministry of Education of China ; State Key Laboratory of Drug Research, the Australian Research Council ; University of Queensland, Institute for Molecular Bioscience
引用统计
被引频次:10[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/57557
专题北京大学药学院
作者单位1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Chinese Acad Sci, State Key Lab Drug Res, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
3.Univ Queensland, Inst Mol Biosci, Brisbane, Qld 4072, Australia
推荐引用方式
GB/T 7714
Zhang, Fengying,Wang, Bin,Prasad, Pritesh,et al. Asymmetric Total Synthesis of (+)-Dragmacidin D Reveals Unexpected Stereocomplexity[J]. ORGANIC LETTERS,2015,17(6):1529-1532.
APA Zhang, Fengying,Wang, Bin,Prasad, Pritesh,Capon, Robert J.,&Jia, Yanxing.(2015).Asymmetric Total Synthesis of (+)-Dragmacidin D Reveals Unexpected Stereocomplexity.ORGANIC LETTERS,17(6),1529-1532.
MLA Zhang, Fengying,et al."Asymmetric Total Synthesis of (+)-Dragmacidin D Reveals Unexpected Stereocomplexity".ORGANIC LETTERS 17.6(2015):1529-1532.
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