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General synthesis of 1-oxaspiro[4.5]decan-2-ones and 1-oxaspiro[4.5]decanes from 5-methylene-2(5H)-furanone

✍ Scribed by Alonso, Daniel; Font, Josep; Ortuno, Rosa M.

Book ID
126163083
Publisher
American Chemical Society
Year
1991
Tongue
English
Weight
801 KB
Volume
56
Category
Article
ISSN
0022-3263

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## Abstract ^13^C NMR studies of a series of lactones and ethers containing the spiro[4.5] decenering system were carried out. Complete ^13^C chemical shift assignments were achieved.

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Our interest in l,l-disubstituted cyclohexanes has been stimulated by the discovery of a dramatic breakdown of the additivity relationship for conformational free energies in l-methylcyclohexanol. 2,3 The conformational AGO for this material (ca -\* 0.3 kcal/mole) is much smaller than would have bee