Ring enlargement of cyclic acetals and ketals: a way to seven-membered nucleoside phostones.
Novel seven-membered nucleoside phostones were prepared by the reaction of chlorodiethyl phosphite with 3',5'-acetals or ketals derived from xylo-dT. A mechanism for the ring enlargement was proposed, and support for it was provided by ab initio calculations.
Páv
Ondrej
O
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo n. 2, 166 10 Prague 6, Czech Republic.
Barvík
Ivan
I
Budesínský
Milos
M
Masojídková
Milena
M
Rosenberg
Ivan
I
D000080:Acetals / Q000737:chemistry*; D003500:Cyclization; D009705:Nucleosides / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*
D000080:Acetals; D009705:Nucleosides; D009943:Organophosphorus Compounds