Alternative total synthesis of (+)-aspicilin

ABSTRACT

The total synthesis of an 18-membered polyhydroxylated macrolide (+)-Aspicilin was accomplished starting from commercially available enantiopure propylene oxide and D-(+)-gluconolactone by asymmetric synthetic approach. The key reactions involved are Witttig reaction, Sharpless asymmetric dihydroxylation, and Yamaguchi macrolactonization.

GRAPHICAL ABSTRACT

KEYWORDS:

• Aspicilin
• S-propylene oxide
• sharpless asymmetric dihydroxylation and Yamaguchi macrolactonization
• witttig olefination

Acknowledgments

The autohrs are thankful to GVK Bio sciences, JNT University, Hyderabad for constant encouragement in providing laboratory facilities and analytical data.