Total Synthesis of (±)‐Pentalenolactone A Methyl Ester | Zendy

Liu Qi | Zendy; Yue Guozong | Zendy; Wu Na | Zendy; Lin Guang | Zendy; Li Yuanzhen | Zendy; Quan Junmin | Zendy; Li Chuangchuang | Zendy; Wang Guoxin | Zendy; Yang Zhen | Zendy

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Total Synthesis of (±)‐Pentalenolactone A Methyl Ester

Author(s) -

Liu Qi,

Yue Guozong,

Wu Na,

Lin Guang,

Li Yuanzhen,

Quan Junmin,

Li Chuangchuang,

Wang Guoxin,

Yang Zhen

Publication year - 2012

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201206705

Subject(s) - phosphonate , intramolecular force , cyclopentenone , stereoselectivity , trimethylsilyl , chemistry , quaternary carbon , total synthesis , stereochemistry , medicinal chemistry , catalysis , organic chemistry , enantioselective synthesis

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 α‐methylidene‐δ‐pentyrolactone core through a trimethylsilyl (TMS) mediated, telescoped intramolecular Michael olefination (TIMO) reaction of keto‐phosphonate 2 .

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