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学科主题: 药学
题名:
Total synthesis of maremycins A, B, C-1/C-2, D-1, and D-2
作者: Liu, Yonghua1; Zhang, Liangren1; Jia, Yanxing1,2
关键词: Maremycins ; Total synthesis ; Natural product ; Indole alkaloids
刊名: TETRAHEDRON LETTERS
发表日期: 2012-02-08
DOI: 10.1016/j.tetlet.2011.11.118
卷: 53, 期:6, 页:684-687
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]: EFFICIENT TOTAL-SYNTHESIS ; ALPHA-AMINO-ACIDS ; BETA-METHYLTRYPTOPHANS ; ASYMMETRIC-SYNTHESIS ; DIPLODIA-MACROSPORA ; DIRECT ANNULATION ; STREPTOMYCES SP ; METHYL-ESTER ; HALIPEPTIN-A ; TRYPTOPHAN
英文摘要:

The total synthesis of maremycins A, B, C-1/C-2, D-1, and D-2 is achieved starting from the natural amino acids L-isoleucine and S-methyl-L-cysteine, in which the total synthesis of maremycins B, C-1/C-2, and D-2 is accomplished for the first time. The synthesis features a position-selective intramolecular bromination process for the synthesis of key chiral building block, a Pd-catalyzed indole synthesis for the preparation of (2S,3S)-beta-methyltryptophan and hydroxylation of oxindoles by molecular oxygen. In addition, the protocol for conversion of maremycins A and B to maremycins C and D was improved. (C) 2011 Elsevier Ltd. All rights reserved.

语种: 英语
所属项目编号: 20972007 ; 20802005 ; 2010CB833200
项目资助者: National Natural Science Foundation of China ; National Basic Research Program of China (973 Program) ; NCET
WOS记录号: WOS:000300527600020
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/63615
Appears in Collections:北京大学药学院_期刊论文

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作者单位: 1.Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
2.Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

Recommended Citation:
Liu, Yonghua,Zhang, Liangren,Jia, Yanxing. Total synthesis of maremycins A, B, C-1/C-2, D-1, and D-2[J]. TETRAHEDRON LETTERS,2012,53(6):684-687.
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