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Total Synthesis of Stachybotrys microspora Triprenol Phenol-7 (SMTP-7)
- Source :
- Organic Letters; January 2024, Vol. 26 Issue: 3 p697-701, 5p
- Publication Year :
- 2024
-
Abstract
- The first total synthesis of Stachybotrys microsporatriprenol phenol (SMTP)-7 is described. Establishment of the two pyran ring stereogenic centers and key reactions featuring a double reductive amination and a double lactam ring formation in flow are described. The (2R,3S)-trans-benzopyran intermediate 7A, isolated by chiral preparative SFC chromatography, was carried forward to afford SMTP-7. Analytical data for synthetic SMTP-7, including 1H and 13C NMR data, HPLC retention time, and UV spectrum, were in excellent agreement with those for natural SMTP-7.
Details
- Language :
- English
- ISSN :
- 15237060 and 15237052
- Volume :
- 26
- Issue :
- 3
- Database :
- Supplemental Index
- Journal :
- Organic Letters
- Publication Type :
- Periodical
- Accession number :
- ejs65200210
- Full Text :
- https://doi.org/10.1021/acs.orglett.3c04106