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Total Synthesis of (±)‐Merrilactone A
Author(s) -
Chen Jianwei,
Gao Peng,
Yu Fangmiao,
Yang Yang,
Zhu Shizheng,
Zhai Hongbin
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.201200378
Subject(s) - alkene , intramolecular force , ring (chemistry) , construct (python library) , chemistry , stereochemistry , computer science , organic chemistry , programming language , catalysis
An efficient total synthesis of (±)‐merrilactone A has been accomplished, featuring: 1) a Johnson–Claisen rearrangement and the subsequent deprotection–lactonization to generate the A ring, 2) an intramolecular hetero‐Pauson–Khand reaction to construct the B and D rings, and 3) a vinylogous Mukaiyama–Michael reaction and reductive carbonyl–alkene coupling to assemble the C ring.