| Autor: |
Leonard Jurd, James N. Roitman |
| Rok vydání: |
1979 |
| Předmět: |
|
| Zdroj: |
Tetrahedron. 35:1567-1574 |
| ISSN: |
0040-4020 |
| DOI: |
10.1016/0040-4020(79)80017-4 |
| Popis: |
In strongly acid solutions the dimer 3 dissociates to the quinone 1 and quinone methide 2 which recombine with elimination of p -methoxybenzyl alcohol to form the xanthylium salt 9a . With zinc and acetic acid 3 yields isormeric meso- and dl-ethylenediquinol derivatives 14a . Sodium borohydride reduction of 3 yields an alcoholic quinol 5a which rapidly reoxidizes to the spiro-tetrahydrofuran derivative 24a . Possible mechanisms which may be involved in the formation of these rearranged products are discussed. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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