In:
Organic Chemistry Frontiers, Royal Society of Chemistry (RSC), Vol. 8, No. 21 ( 2021), p. 6067-6073
Abstract:
Axially chiral cyclic and acyclic amides are frequently found in natural products and bioactive molecules, but catalytic asymmetric synthesis of these atropisomers with high efficiency has been a formidable challenge. We herein describe an unprecedented palladium-catalyzed asymmetric carbonylation of ArI with carbon monoxide (CO) to atroposelectively expand a class of 2-arylisoindoline-1,3-diones and N -acetyl- N -phenyl benzamides in good yields with high enantioselectivities, which represents the first example that inlays the carbonyl group in the axially chiral amides via a carbonylative reaction. Besides, a pair of enantiomorphous isomers of 2-arylisoindoline-1,3-diones can be elegantly obtained by controlling substituents at different positions.
Type of Medium:
Online Resource
ISSN:
2052-4129
Language:
English
Publisher:
Royal Society of Chemistry (RSC)
Publication Date:
2021
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