Synthesis of (5R, 7S, 13S)-13-Methoxy-1,6,8-trioxadispiro(4.1.5.3) pentadecane.

Abstract The synthesis of (5 R , 7 S , 13 S )- and (5 S , 7 S , 13 S )-13-methoxy-1,6,8-trioxadispiro[4.1.5.3] pentadecane from tri- O -acetyl- d -glucal, by a convenient homologation of C-1 and C-6 atoms which led to an appropriate dihydroxyl intermediate 7 , is reported. The key steps for the construction of the two spiroacetal systems involved a double, step by step, radical abstraction promoted by (diacetoxyiodo)benzene and iodine.