Friday, January 20, 2017

Uses for Akanocure Stereotetrad Lactones 5a: Full Lactone Reductions


One of PolySciTech’s latest product offerings is Akanocure stereotetrad lactones (https://akinainc.com/polyscitech/products/akanocure/index.php) for use as synthetic precursors. There are many potential reactions for these lactones which can result in a wide array of useful molecules. In this series of postings, we will highlight potential uses of these materials. One potential usage is the full reduction of the lactone. This reaction has been utilized in the past to provide for synthesis of salinomycin, a powerful antibiotic agent which has proven itself effective against problematic bacterial such as MRSA. This research holds promise for improved antibiotics production. Read more: Yadav, J. S., Vinay K. Singh, and P. Srihari. "Formation of Substituted Tetrahydropyrans through Oxetane Ring Opening: Application to the Synthesis of C1–C17 Fragment of Salinomycin." Organic letters 16, no. 3 (2014): 836-839. http://pubs.acs.org/doi/abs/10.1021/ol403604u?journalCode=orlef7&quickLinkVolume=16&quickLinkPage=836&selectedTab=citation&volume=16

“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.”
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