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Total synthesis of maremycins A, B, C-1/C-2, D-1, and D-2
Liu, Yonghua1; Zhang, Liangren1; Jia, Yanxing1,2
关键词Maremycins Total synthesis Natural product Indole alkaloids
刊名TETRAHEDRON LETTERS
2012-02-08
DOI10.1016/j.tetlet.2011.11.118
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
WOS记录号WOS:000300527600020
项目编号20972007 ; 20802005 ; 2010CB833200
资助机构National Natural Science Foundation of China ; National Basic Research Program of China (973 Program) ; NCET
引用统计
被引频次:25[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/400002259/63615
专题北京大学药学院
北京大学药学院_药物化学系
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
推荐引用方式
GB/T 7714
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.
APA Liu, Yonghua,Zhang, Liangren,&Jia, Yanxing.(2012).Total synthesis of maremycins A, B, C-1/C-2, D-1, and D-2.TETRAHEDRON LETTERS,53(6),684-687.
MLA Liu, Yonghua,et al."Total synthesis of maremycins A, B, C-1/C-2, D-1, and D-2".TETRAHEDRON LETTERS 53.6(2012):684-687.
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