Asymmetric total synthesis of the caspase-1 inhibitor (-)-berkeleyamide A.
The asymmetric total synthesis of (-)-berkeleyamide A (1), a naturally occurring caspase-1 inhibitor, has been achieved by employing Evans' syn-aldol reaction of N-acyl-(4R)-benzyl oxazolidin-2-one 3 as the key step.
Kulkarni
Swapnil J
SJ
Department of Medicinal Chemistry, School of Pharmacy, The University of Mississippi, University, Mississippi 38677, USA.
Pedduri
Yakambram
Y
Chittiboyina
Amar G
AG
Avery
Mitchell A
MA
D061945:Caspase Inhibitors; D002384:Catalysis; D015394:Molecular Structure; D023303:Oxazolidinones / Q000737:chemistry; D011480:Protease Inhibitors / Q000138:chemical synthesis*; D011760:Pyrrolidinones / Q000138:chemical synthesis*
D061945:Caspase Inhibitors; D023303:Oxazolidinones; D011480:Protease Inhibitors; D011760:Pyrrolidinones; C547261:berkeleyamide A