Stereospecific construction of substituted piperidines. Synthesis of (-)-paroxetine and (+)-laccarin.
Short and efficient enantioselective syntheses of (-)-paroxetine and (+)-laccarin are described based on the highly stereospecific cleavage of C(3)-substituted 1,3-cyclic sulfamidates.
Bower
John F
JF
School of Chemistry, University of Bristol, Bristol, UKBS8 1TS.
Riis-Johannessen
Thomas
T
Szeto
Peter
P
Whitehead
Andrew J
AJ
Gallagher
Timothy
T
D007211:Indoles / Q000138:chemical synthesis*; D017374:Paroxetine / Q000138:chemical synthesis*; D010880:Piperidines / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013451:Sulfonic Acids / Q000737:chemistry
D007211:Indoles; D010880:Piperidines; D013451:Sulfonic Acids; C486126:laccarin A; D017374:Paroxetine; C005741:sulfamic acid