1296831-77-0

Basic information

• Product Name: (1R,4R)-5-fluoro-6-phenylbicyclo[2.2.2]oct-5-en-2-one
• CAS NO: 1296831-77-0
• Molecular Weight: 216.255
• Mol File: 1296831-77-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,4R)-5-fluoro-6-phenylbicyclo[2.2.2]oct-5-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4R)-5-fluoro-6-phenylbicyclo[2.2.2]oct-5-en-2-one(1296831-77-0)
• EPA Substance Registry System: (1R,4R)-5-fluoro-6-phenylbicyclo[2.2.2]oct-5-en-2-one(1296831-77-0)

Safety Data

• Hazardous Substances Data: 1296831-77-0(Hazardous Substances Data)

Upstream product

• 321-75-5 α-bromo-α-fluorophenylethanone 
• 1149578-22-2 2-(benzo[d]thiazol-2-ylsulfonyl)-2-fluoro-1-phenylethanone 
• 1149578-18-6 (1,3-benzothiazol-2-ylsulfanyl)fluoromethyl phenyl ketone 

Relevant articles and documents

Asymmetric organocatalytic monofluorovinylations

The development of highly enantio-and diastereoselective organocatalytic monofluorovinylations is presented. Based on the application of β-fluoro-β-keto-benzothiazolesulfones, the formal addition of a monofluorovinylic anion synthon to a range of acyclic and cyclic enones, as well as imines, is shown. These procedures give selective access to both E-and Z-isomers of the monofluorovinylated products, which are isolated as the pure diastereoisomers in good to excellent yields with up to 99% ee. Furthermore, the application of this concept for the formation of highly enantioenriched bicylic compounds containing a monofluorovinyl moiety is also described. In addition, a mechanistic rationale for the observed E:Z-selectivities is presented.