Synthesis and structure of highly polarised double-bond compounds derived from S-proline
✍ Scribed by R.Alan Aitken; Karamat Ali; Noemı́ de Elena; Philip Lightfoot
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 98 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Reaction of the chiral iminium salt 3 with stabilised carbanions gives the compounds 4-9 containing a highly polarised double bond. The extent of this polarisation is determined by variable temperature 1 H NMR studies, comparison of 13 C NMR chemical shifts and an X-ray structure determination.
📜 SIMILAR VOLUMES
A series of chiral donor-p-acceptor chromophores with potential for nonlinear optical activity has been synthesised utilising a donor derived from L-proline as the source of chirality. The compounds feature both organic and organometallic acceptor end groups and were assessed for second harmonic gen
## Abstract magnified image The reaction of 2,3‐butanedione, ethyl pyruvate, and phenylglyoxal with β‐nitrostyrene and L‐proline in isopropanol at room temperature gives substituted pyrrolizidines, as a result of one‐pot three component reaction. On the contrary, a spiropyrrolizidine is formed fro