An efficient synthesis of fluoro-neplanocin A analogs using electrophilic fluorination and palladium-catalyzed dehydrosilylation
Literature Information
Publication Date
2019-02-12
DOI
10.1039/C9QO00099B
Impact Factor
5.281
Authors
Dnyandev B. Jarhad, Min Hwan Jang, Young Sup Shin, Hong-Rae Kim, Young Eum Hyun, Ji-seong Yoon, Lak Shin Jeong
View Original
Abstract
Neplanocin A analogs have attracted attention in the fields of biological and medicinal chemistry due to their potent and broad-spectrum antiviral and antitumor activities. To further explore their potential as therapeutic agents, an alternative and efficient synthesis of fluoro-neplanocin A analogs has been developed by employing stereoselective electrophilic fluorination and palladium-catalyzed dehydrosilylation as key steps. With respect to previous syntheses, the present synthetic methodology provides easy access to key intermediates that could contribute to expanding further the structure–activity relationship studies of neplanocin A analogs.
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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
(S)-3-((tert-Butoxycarbonyl)amino)-4-(4-(tert-butyl)phenyl)butanoic acid
CAS Number:
403661-85-8
Molecular Formula:
C19H29NO4
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