Abstract
3-Hydroxy-4-hydroxymethyl pyrrolidin-2-ones, easily prepared from the Baylis-Hillman adduct 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate, are useful intermediates in the synthesis of bioactive compounds. In order to understand the mechanism involved in this reaction, vibrational and Montecarlo molecular mechanics conformational analysis on 1-ethyl-4-methyl-2-hydroxy-3-methylenebutanedioate were carried out, confirming the existence of a low energy intramolecular H-bonded five-member ring.
Original language | English |
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Pages (from-to) | 89-93 |
Number of pages | 5 |
Journal | Journal of Molecular Structure |
Volume | 790 |
Issue number | 1-3 |
DOIs | |
Publication status | Published - Jun 5 2006 |
Keywords
- Conformational analysis
- Hydrogen bonding
- Infrared spectroscopy
- Solvent effects
ASJC Scopus subject areas
- Structural Biology
- Organic Chemistry
- Physical and Theoretical Chemistry
- Spectroscopy
- Atomic and Molecular Physics, and Optics
- Materials Science (miscellaneous)