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Asymmetric, Protecting‐Group‐Free Total Synthesis of (+)‐Caribenol A
Author(s) -
Han JingChun,
Liu LianZhu,
Li ChuangChuang,
Yang Zhen
Publication year - 2013
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201300441
Subject(s) - enantioselective synthesis , intramolecular force , protecting group , total synthesis , stereochemistry , computer science , group (periodic table) , chemistry , world wide web , combinatorial chemistry , organic chemistry , catalysis , alkyl
Caribenol Queen : A new asymmetric, protecting‐group‐free synthesis of the marine tetracyclic diterpenoid (+)‐caribenol A ( 1 ) has been achieved. The enantioselective synthesis employed ( S )‐methyl 1‐methyl‐2‐oxocyclopent‐3‐enecarboxylate as a chiral scaffold, and an intramolecular Diels–Alder (IMDA) reaction of substrate 3 afforded the [5.7.6] tricyclic core in compound 2 .
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