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 |
|---|---|
| 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 |
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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)
Cite this
FT-IR study on solvent effects in building blocks of bioactive compounds. V. / Conti, C.; Galeazzi, R.; Giorgini, E.; Tosi, G.
In: Journal of Molecular Structure, Vol. 790, No. 1-3, 05.06.2006, p. 89-93.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - FT-IR study on solvent effects in building blocks of bioactive compounds. V
AU - Conti, C.
AU - Galeazzi, R.
AU - Giorgini, E.
AU - Tosi, G.
PY - 2006/6/5
Y1 - 2006/6/5
N2 - 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.
AB - 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.
KW - Conformational analysis
KW - Hydrogen bonding
KW - Infrared spectroscopy
KW - Solvent effects
UR - http://www.scopus.com/inward/record.url?scp=33746891240&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33746891240&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2005.12.033
DO - 10.1016/j.molstruc.2005.12.033
M3 - Article
AN - SCOPUS:33746891240
VL - 790
SP - 89
EP - 93
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
SN - 0022-2860
IS - 1-3
ER -