Vicinally substituted cyclopentenes and cyclopentenones from (±)-7,7-dichlorobicyclo[3.2.0]hept-2-en-6-one
Gespeichert in:
Verfasser / Beitragende:
[V. Akhmet'yanova, N. Ivanova, Z. Valiullina, M. Miftakhov]
Ort, Verlag, Jahr:
2015
Enthalten in:
Russian Journal of Organic Chemistry, 51/3(2015-03-01), 319-324
Format:
Artikel (online)
Online Zugang:
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| 024 | 7 | 0 | |a 10.1134/S1070428015030057 |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1134/S1070428015030057 | ||
| 245 | 0 | 0 | |a Vicinally substituted cyclopentenes and cyclopentenones from (±)-7,7-dichlorobicyclo[3.2.0]hept-2-en-6-one |h [Elektronische Daten] |c [V. Akhmet'yanova, N. Ivanova, Z. Valiullina, M. Miftakhov] |
| 520 | 3 | |a Solvolysis of (±)-7,7-dichlorobicyclo[3.2.0]hept-2-en-6-one in a mixture of tert-butyl alcohol with water and triethylamine, followed by successive treatment with K2CO3, NaBH4, and CH2N2, gave methyl 2-(hydroxymethyl)cyclopent-2-ene-1-carboxylate which was subjected to hydride reduction, epoxidation, trichloroacetimidation, and acetylation. Allylic oxidation of methyl 2-(acetoxymethyl)cyclopent-2-ene-1-carboxylate with the chromium(VI) oxide-3,5-dimethylpyrazole complex afforded methyl 2-(acetoxymethyl)-4-oxocyclopent-2-ene-1-carboxylate, and methyl (1R*,2R*,5R*)-1-(hydroxymethyl)-6-oxabicyclo[3.1.0]-hexane-2-carboxylate was converted into a building block for the synthesis of deoxyentecavir and sarcomycine methyl ester. | |
| 540 | |a Pleiades Publishing, Ltd., 2015 | ||
| 700 | 1 | |a Akhmet'yanova |D V. |u Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Bashkortostan, Russia |4 aut | |
| 700 | 1 | |a Ivanova |D N. |u Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Bashkortostan, Russia |4 aut | |
| 700 | 1 | |a Valiullina |D Z. |u Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Bashkortostan, Russia |4 aut | |
| 700 | 1 | |a Miftakhov |D M. |u Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Bashkortostan, Russia |4 aut | |
| 773 | 0 | |t Russian Journal of Organic Chemistry |d Pleiades Publishing |g 51/3(2015-03-01), 319-324 |x 1070-4280 |q 51:3<319 |1 2015 |2 51 |o 11178 | |
| 856 | 4 | 0 | |u https://doi.org/10.1134/S1070428015030057 |q text/html |z Onlinezugriff via DOI |
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| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1134/S1070428015030057 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Akhmet'yanova |D V. |u Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Bashkortostan, Russia |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Ivanova |D N. |u Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Bashkortostan, Russia |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Valiullina |D Z. |u Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Bashkortostan, Russia |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Miftakhov |D M. |u Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Bashkortostan, Russia |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Russian Journal of Organic Chemistry |d Pleiades Publishing |g 51/3(2015-03-01), 319-324 |x 1070-4280 |q 51:3<319 |1 2015 |2 51 |o 11178 | ||