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dc.contributor.authorLan, Hong-Qiao
dc.contributor.authorYe, Jian-Liang
dc.contributor.authorWang, Ai-E
dc.contributor.author王爱娥
dc.contributor.authorRuan, Yuan-Ping
dc.contributor.author阮源萍
dc.contributor.authorHuang, Pei-Qiang
dc.contributor.author黄培强
dc.date.accessioned2012-04-06T01:11:08Z
dc.date.available2012-04-06T01:11:08Z
dc.date.issued2011-11-19
dc.identifier.citationCHEMISTRY-A EUROPEAN JOURNAL,2011,17(3):958-968zh_CN
dc.identifier.issn0947-6539
dc.identifier.urihttp://dx.doi.org/doi:10.1002/chem.201002063
dc.identifier.uriWOS:000287259700030
dc.identifier.urihttps://dspace.xmu.edu.cn/handle/2288/11985
dc.description.abstractBy using a methyl tetramate derivative (R)- or (S)-9 as a novel chiral building block, a direct, flexible, and highly enantioselective approach to methyl (R)- or (S)-5-alkyltetramates (2) is disclosed. Among the synthesized methyl 5-alkyltetramates 2, methyl 5-methyltetramate (2a) is found in cytotoxic mirabimide E (4) and dysideapyrrolidone (5), and methyl 5-benzyltetramate (2g) is a substructure in the potent antineoplastic dolastatin 15 (3). On the basis of this method, the first asymmetric synthesis of the antimitotic tetrapeptide belamide A (7) has been achieved in seven steps from (S)-9, with an overall yield of 23.8%. Not only have the structure and absolute configuration of (+)-belamide A (7) been confirmed, but also the solvent used for recording the (13)C NMR spectrum, the (13)C NMR spectrum data correlation, and optical rotation data of natural belamide A (7) have been revised.zh_CN
dc.description.sponsorshipNSF of China[20832005]; National Basic Research Program (973 Program)[2010CB833200]zh_CN
dc.language.isoenzh_CN
dc.publisherWILEY-BLACKWELLzh_CN
dc.subjectasymmetric synthesiszh_CN
dc.subjectnatural productszh_CN
dc.subjectpeptideszh_CN
dc.subjectstructure confirmationzh_CN
dc.subjecttotal synthesiszh_CN
dc.titleA Flexible Asymmetric Approach to Methyl 5-Alkyltetramates and Its Application in the Synthesis of Cytotoxic Marine Natural Product Belamide Azh_CN
dc.typeArticlezh_CN


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