Catalysis in the total synthesis of bryostatin 16.
Adding up: A recent total synthesis of bryostatin 16 is highlighted by two transition-metal-catalyzed addition reactions. The first forges the B ring while establishing its relative stereochemistry. The second closes the macrocycle with a rare isomerization. These reactions neither require substrate activation nor do they generate byproducts. The powerful macrocyclization should be considered alongside more traditional methods.
Miller
Aubry K
AK
Medicinal Chemistry in Preclinical Target Development, Deutsches Krebsforschungszentrum, Im Neuenheimer Feld 517, 69120 Heidelberg, Germany. aubry.miller@dkfz.de
D054713:Bryostatins / Q000138:chemical synthesis*; D002384:Catalysis; D003500:Cyclization; D007536:Isomerism
D054713:Bryostatins; C102705:bryostatin 16