Synthesis of D- and L-carbocyclic nucleosides via rhodium-catalyzed asymmetric hydroacylation as the key step.
D- and L-carbocyclic nucleosides were obtained by a new procedure involving an enantioselective rhodium/duphos-catalyzed hydroacylation reaction as the key step. The 3-hydroxymethyl-cyclopentanol intermediate was obtained by stereoselective reduction of ketone and by dynamic kinetic resolution (DKR).
Marcé
Patricia
P
Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, C/Marcel.lí Domingo s/n, 43007 Tarragona, Spain.
Díaz
Yolanda
Y
Matheu
M Isabel
MI
Castillón
Sergio
S
D000215:Acylation; D000438:Alcohols / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D000438:Alcohols; D002264:Carboxylic Acids; D009705:Nucleosides; D006859:Hydrogen; D012238:Rhodium