1266339-10-9Relevant articles and documents
Enantioselective synthesis of cis -3-fluoropiperidin-4-ol, a Building block for medicinal chemistry
Shaw, Simon J.,Goff, Dane A.,Boralsky, Luke A.,Irving, Mark,Singh, Rajinder
supporting information, p. 8892 - 8897 (2013/09/24)
The first enantioselective route to both enantiomers of cis-1-Boc-3-fluoropiperidin-4-ol, a highly prized building block for medicinal chemistry, is reported. An enantioselective fluorination is employed, taking advantage of the methodology reported by MacMillan, which uses a modified cinchona alkaloid catalyst. In studying the fluorination reaction, we have shown that the catalyst can be replaced by commercially available primary amines, including α-methylbenzylamine, with similar levels of enantioselectivity. The piperidinols are readily crystallized to obtain enantiopure material.