Balasubramanian, R. ; Chandrasekhar, S. ; Rajagopalan, K. ; Swaminathan, S. (1978) A transannular reaction during lithium ammonia reduction of an α,β-unsaturated ketone Tetrahedron, 34 (10). pp. 1561-1565. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/0...
Related URL: http://dx.doi.org/10.1016/0040-4020(78)80182-3
Abstract
The lithium-ammonia reduction of the α,β-unsaturated bicyclic dione 2-methyl-Δ1,6-bicyclo[6,4,0]cyclododecene-5,9-dione 1 has been found to give two isomeric products 2α-methyl-5-oxo-6β-tricyclo[6,4,0,01,9] dodecan-9α-ol 2 and 2-β-methyl-5-oxo-6β-tricyclo[6,4,0,01,9] dodecan-9α-ol 3 involving a transannular reaction. Chemical and spectral evidence are presented to support the assigned structures. The stereochemistry of 2 arid 3 is also discussed.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 70741 |
| Deposited On: | 21 Nov 2011 05:32 |
| Last Modified: | 21 Nov 2011 05:32 |
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