Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 19, Pages 12315-12319Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02003
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- Aoyama Gakuin University-Supported Program Promotion for Ongoing Research Program
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An efficient approach to stereoselective construction of a Spiro-gamma-lactone core structure via BF3-promoted formal [3 + 2] annulation of aldehydo-aldose derivatives with gamma-methylene-gamma-butyrolactone has been developed. The spiro-gamma-lactone derivative was then used in an efficient total synthesis of (+)-pyrenolide D. The developed chemistry paves the way for total synthesis of structurally diverse natural products containing spiro-lactone cores.
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