| Autor: |
Niyadurupola, D. Gangani, Davies, Iwan R., Wisedale, Richard, Bull, Steven D. |
| Zdroj: |
European Journal of Organic Chemistry; November 2007, Vol. 2007 Issue: 33 p5487-5491, 5p |
| Abstrakt: |
The aldol reaction of a chiral N-(acyl)oxazolidin-2-one with 2-methyleneoctanal or (E)-2-methyloct-2-enal affords chiral aldol products whose alkene functionalities were hydrogenated using Brown's or Wilkinson's catalyst to afford syn- or anti-selective products with excellent levels of diastereocontrol. Subsequent retro-aldol cleavage of these syn- or anti-adducts resulted in the formation of either (R)- or (S)-enantiomer of α-methyloctanal with no racemisation occurring, which could be derivatised in-situ to afford chiral dithiane, alcohol or α,β-unsaturated ester products in enantiopure form.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007) |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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