Abstract
The steroidal pyrazine 5 has been synthesized from 5α-cholestane-2,3-dione, and its cd has been compared with that of octahydronaphtopyrazine 7 with C2-symmetry. The n→x* - Cotton effects of the parent compound have the same signs and magnitudes as for the homochirally analogous steroid, whereas the k→x* - Cotton effects differ. On the other hand, pyrazines containing substituents nonsymmetrically attached to the chromophore show very similar Cotton effects. Assignment of transitions for the 2,3-dihydropyrazine chromophore could be made by comparison of the cd and uv spectra.
| Original language | English |
|---|---|
| Pages (from-to) | 783-789 |
| Number of pages | 7 |
| Journal | Heterocycles |
| Volume | 28 |
| Issue number | 2 |
| Publication status | Published - Jan 1 1989 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Synthesis and chiroptical properties of 5α-cholest-2-eno[2,3- ]pyrazine derivatives. / Hajós, G.; Snatzke, Günther.
In: Heterocycles, Vol. 28, No. 2, 01.01.1989, p. 783-789.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis and chiroptical properties of 5α-cholest-2-eno[2,3- ]pyrazine derivatives
AU - Hajós, G.
AU - Snatzke, Günther
PY - 1989/1/1
Y1 - 1989/1/1
N2 - The steroidal pyrazine 5 has been synthesized from 5α-cholestane-2,3-dione, and its cd has been compared with that of octahydronaphtopyrazine 7 with C2-symmetry. The n→x* - Cotton effects of the parent compound have the same signs and magnitudes as for the homochirally analogous steroid, whereas the k→x* - Cotton effects differ. On the other hand, pyrazines containing substituents nonsymmetrically attached to the chromophore show very similar Cotton effects. Assignment of transitions for the 2,3-dihydropyrazine chromophore could be made by comparison of the cd and uv spectra.
AB - The steroidal pyrazine 5 has been synthesized from 5α-cholestane-2,3-dione, and its cd has been compared with that of octahydronaphtopyrazine 7 with C2-symmetry. The n→x* - Cotton effects of the parent compound have the same signs and magnitudes as for the homochirally analogous steroid, whereas the k→x* - Cotton effects differ. On the other hand, pyrazines containing substituents nonsymmetrically attached to the chromophore show very similar Cotton effects. Assignment of transitions for the 2,3-dihydropyrazine chromophore could be made by comparison of the cd and uv spectra.
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UR - http://www.scopus.com/inward/citedby.url?scp=45249127249&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:45249127249
VL - 28
SP - 783
EP - 789
JO - Heterocycles
JF - Heterocycles
SN - 0385-5414
IS - 2
ER -