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
Appears in Collections: 深圳研究生院待认领
生命科学学院
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生物有机与分子工程教育部重点实验室

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