| Autor: |
I. G. Pitt, Richard A. Russell, Edward R. T. Tiekink, G. M. Elsey, Ronald N. Warrener |
| Rok vydání: |
1994 |
| Předmět: |
|
| Zdroj: |
Tetrahedron Letters. 35:1075-1078 |
| ISSN: |
0040-4039 |
| DOI: |
10.1016/s0040-4039(00)79969-2 |
| Popis: |
Dimethyl octamethyltricyclo[4.2.2.0 2,5 ]deca-3,7,9-triene-7,8-dicarboxylate (Cookson's diester) ( 8 ) is rearranged thermally via a double Cope reaction to its ring-degenerate isomer ( 14 ). The structure of diester ( 8 ) (indirectly) and the rearrangement product ( 14 ) (directly) are placed on an unequivocal base by X-Ray structure analysis. AMI semi-empirical calculations support the preferential formation of ( 8 ) from the reaction of DMAD with transient intermediate diene ( 7 ). Epoxidation studies (mCPBA) have been conducted and firm site selectivities determined. A correction is made to an earlier report on the epoxidation selectivity of ( 18 ). |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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