Title | Total Synthesis of (+/-)-Pentalenolactone A Methyl Ester |
Authors | Liu, Qi Yue, Guozong Wu, Na Lin, Guang Li, Yuanzhen Quan, Junmin Li, Chuang-chuang Wang, Guoxin Yang, Zhen |
Affiliation | Peking Univ, Shenzhen Grad Sch, Lab Chem Genom, Sch Chem Biol & Biotechnol, Shenzhen 518055, Peoples R China. Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China. Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China. Peking Univ, BNLMS, Beijing 100871, Peoples R China. |
Keywords | antibiotics Michael olefination Pauson-Khand reaction pentalenolactone A methyl ester total synthesis PAUSON-KHAND REACTION ALKYLIDENE-GAMMA-BUTYROLACTONES FORMAL ASYMMETRIC-SYNTHESIS DL-PENTALENOLACTONE GLYCERALDEHYDE-3-PHOSPHATE DEHYDROGENASE CARBONYL-COMPOUNDS ORGANIC-REACTIONS BOND FORMATION STEREOSELECTIVITY CYCLIZATION |
Issue Date | 2012 |
Publisher | angewandte chemie international edition |
Citation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.2012,51,(48),12072-12076. |
Abstract | Ringing it up: The methyl ester of pentalenolactone A has been obtained through the stereoselective synthesis of a cyclopentenone by a combination of the Co-mediated Pauson-Khand reaction (PKR) of enyne 1, and the construction of a quaternary-carbon-based strained ??-methylidene-??-pentyrolactone core through a trimethylsilyl (TMS) mediated, telescoped intramolecular Michael olefination (TIMO) reaction of keto-phosphonate 2. Copyright ? 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
URI | http://hdl.handle.net/20.500.11897/191922 |
ISSN | 1433-7851 |
DOI | 10.1002/anie.201206705 |
Indexed | SCI(E) EI PubMed |
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