Categories: C-S Bond Formation, Synthesis of O-Heterocycles, Synthesis of S-Heterocycles >
Synthesis of oxathioacetals
Recent Literature
Various carbonyl compounds can be easily and rapidly converted to the
corresponding 1,3-oxathiolanes in the presence of a catalytic amount of
scandium(III) triflate in CH2Cl2. The catalyst can be
recovered. A chemoselective oxathioacetalization of aldehydes in the
presence of ketones can be achieved.
B. Karimi, L. Ma'mani, Synthesis, 2003, 2503-2506.
A simple and convenient synthetic protocol for the protection of hydroxyl
groups as tetrahydropyranyl ethers as well as carbonyl functionalities as
oxathioacetals and thioacetals has been achieved using a catalytic amount of
silica-supported perchloric acid under solvent-free conditions.
A. T. Khan, T. Parvin, L. H. Choudhury, Synthesis, 2006, 2497-2502.
Praseodymium triflate is an efficient and recyclable catalyst for chemoselective
protection of aldehydes.
S. K. De, Synthesis,
2004, 2837-2840.
Carbonyl compounds have been successfully converted into their corresponding
oxathiolane, dithiolane, and dithiane derivatives with 2-mercaptoethanol,
1,2-ethanedithiol, and 1,3-propanedithiol using a catalytic amount of yttrium
triflate. In addition, by using this catalyst, highly chemoselective
protection of aldehydes has been achieved.
S. K. De, Tetrahedron Lett., 2004, 45, 2339-3241.
