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Palladium‐Catalyzed Allylic Cycloaddition of Vinylethylene Carbonates with 3‐Nitrochromone
Author(s) -
Zhao Can,
Shah Babar Hussain,
Li Hongfang,
Wu Xue,
Zhang Yong Jian
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202000714
Subject(s) - chemistry , stereocenter , palladium , phosphoramidite , allylic rearrangement , catalysis , cycloaddition , nitro , combinatorial chemistry , organic chemistry , enantioselective synthesis , dna , biochemistry , alkyl , oligonucleotide
An efficient method for the enantio‐ and diastereoselective formation of furanochromanones has been developed via Pd‐catalyzed asymmetric allylic cycloaddition of vinylethylene carbonates with 3‐nitrochromone. By using a palladium complex generated in situ from [Pd 2 (dba) 3 ]⋅CHCl 3 and phosphoramidite L4 as a catalyst, the transformation allows to rapid access furanochromanones bearing versatile nitro‐group and multi‐stereocenters in high yields with excellent enantioselectivities and moderate diastereoselectivities.