Regioselective and enantiospecific rhodium-catalyzed allylic amination with thymine: synthesis of a new conformationally rigid nucleoside.
The regioselective and enantiospecific rhodium-catalyzed allylic amination of secondary allylic carbonates with N3-benzoyl thymine in conjunction with a stereoselective free radical cyclization provides a convenient method for the construction of a new conformationally rigid nucleoside.
Department of Chemistry, Indiana University, Bloomington, IN 47405, USA. paevans@indiana.edu
P Andrew
PA
Evans
Kwong Wah
KW
Lai
Hai-Ren
HR
Zhang
John C
JC
Huffman
D000586:Amination; D002384:Catalysis; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000138:chemical synthesis*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013941:Thymine / Q000737:chemistry*
D009705:Nucleosides; D012238:Rhodium; D013941:Thymine