28547-82-2

Basic information

• Product Name: N-((3S,5S,7S)-adamantan-1-yl)-O-benzoylhydroxylamine
• CAS NO: 28547-82-2
• Molecular Weight: 271.359
• Mol File: 28547-82-2.mol

Chemical Properties

• CAS DataBase Reference: N-((3S,5S,7S)-adamantan-1-yl)-O-benzoylhydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-((3S,5S,7S)-adamantan-1-yl)-O-benzoylhydroxylamine(28547-82-2)
• EPA Substance Registry System: N-((3S,5S,7S)-adamantan-1-yl)-O-benzoylhydroxylamine(28547-82-2)

Safety Data

• Hazardous Substances Data: 28547-82-2(Hazardous Substances Data)

Upstream product

• 768-94-5 1-Adamantanamine 
• 94-36-0 dibenzoyl peroxide 

Relevant articles and documents

NiH-Catalyzed Proximal-Selective Hydroamination of Unactivated Alkenes

Reported herein is a modular, NiH-catalyzed system capable of proximal-selective hydroamination of unactivated alkenes with diverse amine sources. The key to the successful implementation of this approach is the promotion of NiH insertion into even highly substituted olefins via coordination of the bidentate directing group to the nickel complex. A wide range of primary and secondary amines can be installed in both internal and terminal unactivated alkenes with excellent regiocontrol under the optimized reaction conditions. This protocol is flexible and general for the preparation of a variety of valuable β- and γ-amino acid building blocks that would otherwise be difficult to synthesize. The utility of this transformation was further demonstrated by the site-selective late-stage modification of complex and medicinally relevant molecules. Combined experimental and computational studies illuminate the detailed reaction mechanism.