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Total Synthesis of (±)‐Waihoensene
Author(s) -
Lee Hongsoo,
Kang Taek,
Lee HeeYoon
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201704492
Subject(s) - trimethylenemethane , cycloaddition , ring (chemistry) , total synthesis , diazo , chemistry , tandem , substrate (aquarium) , allene , stereochemistry , quaternary carbon , diterpene , medicinal chemistry , organic chemistry , enantioselective synthesis , catalysis , materials science , composite material , oceanography , geology
The first total synthesis of waihoensene, a tetracyclic diterpene containing an angular triquinane and a six‐membered ring, with four contiguous quaternary carbon atoms, was achieved through the tandem cycloaddition reaction of an allenyl diazo substrate containing a six‐membered ring via trimethylenemethane (TMM) diyl intermediate.