Yamaguchi-Type Lactonization as a Key Step in the Synthesis of MarineMetabolites: (+)-Luffalactone

摘要

A Yamaguchi-type cyclization of 5 and subsequent photochemical oxidation of the furanic ring are thekey steps in the first synthesis of the marine metabolite (+)-luffalactone 4 and its epimer at C-I 6, 16-epi-luffalactone, 27. With this work, we have successfully established the absolute configuration of thenatural product. The key intermediate 5 was obtained from the easily accessible diacetate 6a/6b.