Syntheses of 2-ethyl-8-methyl-l,7-dioxaspiro[5.5]undecanols

Jacobs M.F., Suthers B.D., Hubener A. and Kitching W. (1995) Syntheses of 2-ethyl-8-methyl-l,7-dioxaspiro[5.5]undecanols. Journal of the Chemical Society, Perkin Transactions 1, 901-917. doi:10.1039/P19950000901

Author Jacobs M.F.
Suthers B.D.
Hubener A.
Kitching W.
Title Syntheses of 2-ethyl-8-methyl-l,7-dioxaspiro[5.5]undecanols
Journal name Journal of the Chemical Society, Perkin Transactions 1   Check publisher's open access policy
ISSN 1470-4358
Publication date 1995-01-01
Sub-type Article (original research)
DOI 10.1039/P19950000901
Open Access Status Not yet assessed
Start page 901
End page 917
Total pages 17
Language eng
Subject 1600 Chemistry
Abstract Synthetic approaches to ring- and side-chain hydroxy derivatives of the 2-ethyl-8-methyl-l,7-dioxaspiro-[5.5]undecane system 8 are described. Alkylation reactions of diethyl 3-oxopentanedioate, pentane-2,4-dione and acetone N,N-dimethylhydrazone have been employed. Appropriate choices of enantiomeric iodides in the alkylation sequences, sometimes followed by asymmetric dihydroxylation of derived hydroxyenones, have permitted access to key enantiomers of these alcohols, which have been fully characterised by1H and13C NMR spectroscopy, gas chromatographic-mass spectrometric methods, and chiral gas chromatography.
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Unknown

Document type: Journal Article
Sub-type: Article (original research)
Collection: Scopus Import - Archived
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Citation counts: TR Web of Science Citation Count  Cited 8 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 7 times in Scopus Article | Citations
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