| Autor: |
Ramachandran PV; Herbert C. Brown Center for Borane Research, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA. chandran@purdue.edu, Chanda PB |
| Jazyk: |
angličtina |
| Zdroj: |
Organic letters [Org Lett] 2012 Sep 07; Vol. 14 (17), pp. 4346-9. Date of Electronic Publication: 2012 Aug 10. |
| DOI: |
10.1021/ol301782s |
| Abstrakt: |
Unlike the enolboration-aldolization of methyl propanoate, the choice of either the solvent or temperature determines the diastereoselectivity during the enolboration-aldolization of methyl phenylacetate. In CH(2)Cl(2), the reaction favors the anti-pathway at -78 °C and the syn-pathway at rt. Conversely, the reaction produces the anti-isomer up to rt and the syn-isomer at refluxing temperatures in nonpolar solvents. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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