Organocatalytic asymmetric total synthesis of (R)-rolipram and formal synthesis of (3S,4R)-paroxetine.
An efficient enantioselective total synthesis of (R)-rolipram and an efficient enantioselective formal synthesis of (3S,4R)-paroxetine has been achieved using the highly enantioselective Michael addition of malonate nucleophiles as key steps in both cases.
Hynes
Peter S
PS
School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, United Kingdom.
Stupple
Paul A
PA
Dixon
Darren J
DJ
D002384:Catalysis; D008314:Malonates / Q000737:chemistry; D015394:Molecular Structure; D017374:Paroxetine / Q000138:chemical synthesis* / Q000737:chemistry; D020889:Rolipram / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D008314:Malonates; D017374:Paroxetine; C030290:malonic acid; D020889:Rolipram