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Study On Asymmetric Total Synthesis Of Natural Products (+) - Ieodomycin A And

Posted on:2016-09-14Degree:MasterType:Thesis
Country:ChinaCandidate:J T ZhangFull Text:PDF
GTID:2271330470483044Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
leodomycin A and B is a polyunsaturated fatty acid of diene compound, this unique structure has the potential value of biomedical. This paper regards asymmetric total synthesis of Ieodomycin A and B as the research target, We designed two asymmetric total synthesis routes of Ieodomycin A and B for total synthesis research. The thesis consists of the following four chapters.In chapter 1, summarizes the significance of this research, sources of the natural products and its significance in the research and development of new drugs, chiral drugs, bacteria and antibacterial drugs, and other studies on Ieodomycin A and B were described.In chapter 2, our studies on the first generation of asymmetric total synthesis of the natural products Ieodomycin A and B was described. Regarding the construction of chiral C-5 hydroxy as the focus of the work, this paper has designed two chiral synthesis routes use geraniol as starting material. In the study of the first generation of synthetic route,-we through the asymmetric Mukaiyama aldol reaction to build C-5 hydroxy of chiral center, and then build the trans-1,3-diol as the key step, successfully completed the asymmetric total synthesis of the natural products Ieodomycin A and B, at the same time, we get a high yield rate and a good enantioselectivity (enantiomeric excess= 86%).In chapter 3, introduces the second generation of asymmetric total synthesis research of the natural products leodomycin A and B. In the study of the second generation of synthetic route, we adopt the method of chiral auxiliaries for synthesis of C-5 hydroxy, at the same time, for the first time use of PMB induced Mukaiyama aldol reaction selectivity to build C-3 chiral center, to complete the asymmetric synthesis of Ieodomycin A and B, for the late Ieodomycins based on antimicrobial drug research and development to lay the foundation.In chapter 4, summarizes the two generation of asymmetric total synthesis research of the natural products Ieodomycin A and B.
Keywords/Search Tags:leodomycin A and B, asymmetric aldol reaction, total synthesis
PDF Full Text Request
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