Synthesis of the macrocyclic core of iriomoteolide 3a.
The asymmetric synthesis of the fully functionalized macrocyclic core of iriomoteolide 3a, a cytotoxic 15-membered macrolide, is disclosed. The key steps involve Sharpless asymmetric dihydroxylation, Sharpless asymmetric epoxidation, olefin cross-metathesis, Yamaguchi esterification, and a ring-closing metathesis reaction for macrocyclization.
Reddy
Chada Raji
CR
Organic Division-I, Indian Institute of Chemical Technology, Hyderabad, India 500 007. rajireddy@iict.res.in
Dharmapuri
Gajula
G
Rao
Nagavaram Narsimha
NN
D003500:Cyclization; D004141:Dinoflagellida / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
C528465:Iriomoteolide-3a; D018942:Macrolides