Journal
MOLECULES
Volume 24, Issue 19, Pages -Publisher
MDPI
DOI: 10.3390/molecules24193464
Keywords
fluorine; asymmetric catalysis; phase-transfer catalysis; oxime
Funding
- JSPS [18K06585, 19H03353]
- Basis for Supporting Innovative Drug Discovery and Life Science Research (BINDS) from Japan Agency for Medical Research and Development (AMED)
- Uehara Memorial Foundation
- Nagase Science and Technology Foundation
- Grants-in-Aid for Scientific Research [19H03353, 18K06585] Funding Source: KAKEN
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The enantioselective 5-exo-fluorocyclization of ene-oxime compounds was demonstrated under phase-transfer catalysis. Although deprotonative fluorinations competed, the chemical yields and the ee values of the desired isoxazoline products were generally moderate to good. The absolute stereochemistry of the major isomer was determined to be S by comparison with the literature after transformation of the product to the corresponding iodinated isoxazoline.
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