Palladium/silver co-catalyzed syn-stereoselective asymmetric ring-opening reactions of azabenzonorbornadienes with amides
Literature Information
Publication Date
2019-03-15
DOI
10.1039/C9QO00041K
Impact Factor
5.281
Authors
Guoli Shen, Ruhima Khan, Haiping Lv, Yong Yang, Xia Zhang, Yong Zhan, Yongyun Zhou
View Original
Abstract
The first syn-stereoselective generation of 1,2-diamino dihydronaphthalene derivatives by asymmetric ring-opening reaction of azabenzonorbornadienes is reported. Electron-deficient amides have been successfully employed as nucleophiles in the aromatic ring-opening reaction of azabenzonorbornadienes. The reaction was co-catalyzed by Pd(OAc)2 and AgBF4 with (R)-BINAP as the chiral ligand. The ARO products were obtained in good to high yields (up to 96%) with excellent enantioselectivities (up to 98%).
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![(2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-(methylselanyl)butanoic acid structure](https://static.chemtradehub.com/structs/121/1217852-49-7-f252.webp "(2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-(methylselanyl)butanoic acid structure")
(2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-(methylselanyl)butanoic acid
CAS Number:
1217852-49-7
Molecular Formula:
C20H21NO4Se
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