Palladium-catalyzed post-Ugi arylative dearomatization/Michael addition cascade towards plicamine analogues
Author(s) -
Chao Liu,
Ruiqi Zhao,
Liangliang Song,
Zhenghua Li,
Guilong Tian,
Yi He,
Luc Van Meervelt,
Vsevolod A. Peshkov,
Erik V. Van der Eycken
Publication year - 2021
Publication title -
organic and biomolecular chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.923
H-Index - 146
eISSN - 1477-0539
pISSN - 1477-0520
DOI - 10.1039/d1ob01805a
Subject(s) - chemistry , palladium , intramolecular force , michael reaction , ugi reaction , adduct , combinatorial chemistry , cascade , catalysis , stereochemistry , isocyanide , organic chemistry , chromatography
A palladium-catalyzed intramolecular cyclization of Ugi-adducts via a cascade dearomatization/aza-Michael addition process has been developed. Diverse plicamine analogues are constructed in a rapid, highly efficient and step-economical manner, through the combination of an Ugi-4CR and a palladium-catalyzed dearomatization. The synthetic utility of this approach is illustrated by further functional group transformations.
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