Synthesis of (-) Cephalosporolide D,Verbalactone and (-) -Pyrenophorol

The chemistry of macrolides (i.e. macrolides antibiotics) originated in 1926 with the initial discovery of macrocyclic compounds such as civetone and muscone by Ruzicka. Kershbaum demonstrated for the first time the presence of large ring lactones in exaltolide and ambrettolide. Many of the macrolides shows antibiotic nature and they play a therapeutically important role in pathology. They are regarded as among the safest of antibiotics and they have successfully been used to treat infections caused by grampositive organisms and certain gram-negative and anaerobic bacteria. The interesting biological properties of medium-sized ring systems tend to attract the scientists from worldwide toward the synthesis of macrolides. In this book we explained the stereoselective total synthesis of (-) - Cephalosporolide D, Verbalactone and (-) - Pyrenophorol from commercially available starting materials (S)-propylene epoxide, D-mannitol and (S)-propylene epoxide. The key steps involved in theses syntheses are Grignard reaction, Noyori asymmetric reduction, Yamaguchi macrolactonization, Barbier allylation, Swern oxidation, Wittig reaction and Mitsunobu cyclization etc.