P. Wipf, J. Reeves
Jul 9, 1999
Citations
0
Influential Citations
36
Citations
Journal
Tetrahedron Letters
Abstract
Abstract A readily recyclable, fluorous alkoxy ethyl ether protecting group has been developed that allows for simple purification of small to medium-sized organic molecules by liquid-liquid extraction with FC-72/organic/aqueous solvents. The precursor vinyl ether 3 can be prepared in large quantity in a straightforward two step reaction sequence. Primary, secondary, and tertiary alcohols are protected in good to excellent yields, and the fluorous label is removed by mild acid treatment. The N -protection of 2-fluoroaniline demonstrates the feasibility of using 3 with amines.