Studies on an unexpected reaction involving a reductive cleavage of the pyridazine moiety of a tricyclic heterocycle are described. Structure assignments for the products obtained from the reductive cleavage were made using physicochemical methods. The pro drug' (TCN-P, fi) of 6-amino-4-N-methyl-8-(
An Unusual Opening of the Pinane Ring
β Scribed by Rodney M. Giddings; David Whittaker
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 105 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The ring opening and ring expansion reactions of a-pinene (I, Me substituent on C-2) have been extensively studied using thermal, acid catalysis and heterogeneous catalysis methods. In all cases, reaction takes place by shift or fission of the C-l to C-6 bond, since the gem-dimethyl group provides stabilisation of the intermediates involved.
π SIMILAR VOLUMES
Semiempirical and ab initio quantum chemical computations indicate that the intermediate formed prior to the selectivity-determining methyl transfer step in the reaction between glycosides and trimethylaluminum is a strongly hydrogen-bonded equilibrium O'--H-C ---O-H'"C, which is proposed to be an i