- Total Synthesis of (+)-Pleuromutilin
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An 18-step synthesis of the antibiotic (+)-pleuromutilin is disclosed. The key steps of the synthesis include a highly stereoselective SmI2-mediated cyclization to establish the eight-membered ring and a stereospecific transannular [1,5]-hydrogen atom transfer to set the C10 stereocenter. This strategy was also used to prepare (+)-12-epi-pleuromutilin. The chemistry described here will enable efforts to prepare new mutilin antibiotics.
- Farney, Elliot P.,Feng, Sean S.,Sch?fers, Felix,Reisman, Sarah E.
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- Process For Preparing Pleuromutilin
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The present disclosure provides processes for preparing (+)-pleuromutilin and synthetic (+)-pleuromutilin produced therefrom. Also provided are intermediates prepared thereby and processes for preparing these intermediates.
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Paragraph 0446-0449
(2019/04/25)
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- A gold catalytic the method for synthesizing calls the ether
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The invention provides a synthetic method of asymmetrical ether in the field of organic synthesis. The general equation of reaction is defined in the specification. In the equation, R-OH is benzyl alcohol, p-methoxy benzyl alcohol, tert-butyl alcohol, diphenyl carbinol or triphenylmethanol; and R'OH is common alkyl alcohol or a compound containing hydroxyl groups. A gold catalyst required by the reaction is Ph3PAuCl, Ph3PAuNTf2, HAuCl4, NaAuCl4, Ph3PAuOTf, Ph3PAuSbF6, IPrAuCl or nano-gold. A medium required by the reaction is solvent-free, and is toluene, mesitylene, 1,2-dichloroethane, tetrahydrofuran, acetonitrile or acetone. The reaction is implemented by heating through a microwave reactor. The method has advantages as follows: raw materials are easily available; operation is simple; the range of application is wide; atom economy is good; and the reaction is green.
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Paragraph 0051-0054
(2017/02/28)
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- Gold(I)-catalyzed synthesis of unsymmetrical ethers using alcohols as alkylating reagents
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A microwave-irradiated alcohol-protecting strategy based on gold catalysis utilizing benzyl alcohol, tert-butyl alcohol and triphenylmethanol as alkylating reagents has been developed. This protecting strategy has wide functional group tolerance with satisfactory yields for the majority of the selected alcohols. The mechanism of this transformation was probed with oxygen-18 isotope labelled alcohols assisted by GC-MS techniques and chemical kinetic experiments. This strategy provides an efficient, straightforward and alternative approach to the preparation of benzyl, tert-butyl and trityl ethers in organic synthesis.
- Liu, Yongxiang,Wang, Xiaoyu,Wang, Yanshi,Du, Chuan,Shi, Hui,Jin, Shengfei,Jiang, Chongguo,Xiao, Jianyong,Cheng, Maosheng
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p. 1029 - 1036
(2015/03/30)
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- Total Synthesis of the Boron-Containing Ion Carrier Antibiotic Macrodiolide Tartrolon B
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The first total synthesis of the boron-containing macrodiolide antibiotic tartrolon B is reported in full detail. Two convergent approaches to the target compound are described, the first of which eventually failed, due to sensitive functionality. In the
- Mulzer, Johann,Berger, Markus
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p. 891 - 898
(2007/10/03)
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- Immunologic adjuvant thio glycoside compounds and compositions
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Compounds of the formulae Y--R wherein Y is 1-thio-β-L-fucose, 1-thio-β-D-galactose or 1-thio-β-lactose and R is 2-(1-adamantyl)ethyl, 3-[(p-tetrafluorophenethyl)phenyl]propyl, 6-(5-cholesten-3β-yloxy)hex-3-ynl, oleyl, or hexadecyl are useful immunologic
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- Glycolipids as Potential Immunologic Adjuvants
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A group of 1-thio-β-L-fucopyranosides containing hexadecane, 9-octadecene, adamantane, 1,2-diphenyltetrafluoroethane, and 3-hexynyl- and 3,6-dioxaoctylcholesterols were synthesized as potential immunologic adjuvants.Many of these fucosyl lipids and 6-(5-c
- Ponpipom, Mitree M.,Bugianesi, Robert L.,Shen, Tsung-Ying,Friedman, Arthur
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p. 1184 - 1188
(2007/10/02)
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