期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 9, 期 2, 页码 559-570出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c0ob00515k
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资金
- Royal Society
- AstraZeneca
- EPSRC
- Carnegie Trust
- Nuffield Foundation
- EPSRC [EP/E03795X/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/E03795X/1] Funding Source: researchfish
The catalytic activity and enantioselectivity in the kinetic resolution of (+/-)-1-naphthylethanol with a range of structurally related 3,4-dihydropyrimido[2,1-b]benzothiazole-based catalysts is examined. Of the isothiourea catalysts screened, (2S,3R)-2-phenyl-3-isopropyl substitution proved optimal, giving good levels of selectivity in the kinetic resolution of a number of secondary alcohols (S values up to > 100 at similar to 50% conversion). Low catalyst loadings (0.10-0.25 mol%) of the optimal isothiourea can be used to generate enantiopure alcohols (>99% ee) in good yields.
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