The reaction of paraherquamide (1) with phosgene to form a rearranged cyclic urethane (3) is reported. An unusual Super-Hydride-mediated reductive cyclization of 3 to the interesting analogues 4, 5, and 6 is also described. Conversion of chloride 3 to the corresponding alcohol 12 is discussed. The absolute stereochemistry of 1 is determined by single-crystal X- ray analysis of a brominated derivative of 12. In addition, several other paraherquamide ...