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Stereoselective Synthesis of the C-5-C-18 Fragment of Halichomycin
Li, Qingjiang1; Mao, Shiyong1; Cui, Yuxin1; Jia, Yanxing1,2
刊名JOURNAL OF ORGANIC CHEMISTRY
2012-04-20
DOI10.1021/jo202602n
77期:8页:4111-4116
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]BAEYER-VILLIGER OXIDATION ; EFFICIENT TOTAL-SYNTHESIS ; ASYMMETRIC-SYNTHESIS ; GAMMA-HYDROXY-ALPHA,BETA-ACETYLENIC ESTERS ; ENANTIOSELECTIVE SYNTHESIS ; ACID ; CYCLOHEXANONES ; METHYL ; UNIT
英文摘要

An efficient and convergent synthesis of the C-5-C-18 fragment of halichomycin is reported. Butanolide fragment 6 was readily prepared stereoselectively from (R)-Roche ester through catalyst control; dienylic bromide domain 7 was synthesized from (S)-serine by substrate control. C-5-C-18 fragment 2 was rapidly assembled through a stereoselective alkylation of the butanolide with the dienylic bromide, followed by functional group transformations.

语种英语
WOS记录号WOS:000302982000041
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:4[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/400002259/67627
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.Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
推荐引用方式
GB/T 7714
Li, Qingjiang,Mao, Shiyong,Cui, Yuxin,et al. Stereoselective Synthesis of the C-5-C-18 Fragment of Halichomycin[J]. JOURNAL OF ORGANIC CHEMISTRY,2012,77(8):4111-4116.
APA Li, Qingjiang,Mao, Shiyong,Cui, Yuxin,&Jia, Yanxing.(2012).Stereoselective Synthesis of the C-5-C-18 Fragment of Halichomycin.JOURNAL OF ORGANIC CHEMISTRY,77(8),4111-4116.
MLA Li, Qingjiang,et al."Stereoselective Synthesis of the C-5-C-18 Fragment of Halichomycin".JOURNAL OF ORGANIC CHEMISTRY 77.8(2012):4111-4116.
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