Formation of substituted tetrahydropyrans through oxetane ring opening: application to the synthesis of C1-C17 fragment of salinomycin.
The stereoselective synthesis of C1-C17 fragment of salinomycin is achieved. The strategy employs a desymmetrization approach and utilizes an intramolecular oxetane opening reaction with O-nucleophile to result in the tetrahydropyran skeleton as the key step.
Academy of Scientific and Innovative Research, ‡Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology , Hyderabad-500007, India.
J S
JS
Yadav
Vinay K
VK
Singh
P
P
Srihari
D004988:Ethers, Cyclic / Q000737:chemistry*; D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry*; D013237:Stereoisomerism; D000095662:Polyether Polyketides
D004988:Ethers, Cyclic; D011714:Pyrans; C010327:salinomycin; D000095662:Polyether Polyketides; C005287:oxetane