Novel Strategies for the Construction of Complex Polycyclic Ether Frameworks. Stereocontrolled Synthesis of the FGHIJ Ring System of Brevetoxin A

Abstract

Almost one hindered steps were necessary to synthesize the FGHIJ ring framework 1 of brevetoxin A in its naturally occurring enantiomeric form from the readily accessible carbohydrates D-mannose, 2-deoxy-D-ribose, and tri-O-acetyl-D-glucal. Despite the large number of steps the synthesis is highly convergent, which makes the efficiency even more impressive.