(R)-3,3,6-Trimethyl-3,3a,4,5-tetrahydro-1H-cyclopenta[c]furan

(R)-3,3,6-trimethyl-3,3a,4,5-tetrahydro-1H-cyclopenta[c]furan was obtained by the acid cyclization of the alcohol (S)-(2-methyl-5-(prop-1-en-2-yl)cyclopent-1-en-1-yl)methanol, which, in turn, is obtained from (R)-limonene. The structure of the new compound was established using NMR spectroscopy (1H, 13C, COSY, HSQC, and HMBC spectra) and high-resolution mass spectrometry. The chemical shifts of the proton and carbon atoms were calculated at the DFT level with a high correlation between the calculated and experimental values.

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Publication Details

Journal
Molbank
Published
2024-10-21
DOI
https://doi.org/10.3390/m1902
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
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article

(R)-3,3,6-Trimethyl-3,3a,4,5-tetrahydro-1H-cyclopenta[c]furan

J. Antonio Palenzuela, Marı́a M. Afonso, J. Rodriguez, Débora María Marichal-Medina
Molbank
Asymmetric Synthesis and Catalysis
article

(R)-3,3,6-Trimethyl-3,3a,4,5-tetrahydro-1H-cyclopenta[c]furan

J. Antonio Palenzuela, Marı́a M. Afonso, J. Rodriguez, Débora María Marichal-Medina
article en

Abstract

(R)-3,3,6-trimethyl-3,3a,4,5-tetrahydro-1H-cyclopenta[c]furan was obtained by the acid cyclization of the alcohol (S)-(2-methyl-5-(prop-1-en-2-yl)cyclopent-1-en-1-yl)methanol, which, in turn, is obtained from (R)-limonene. The structure of the new compound was established using NMR spectroscopy (1H, 13C, COSY, HSQC, and HMBC spectra) and high-resolution mass spectrometry. The chemical shifts of the proton and carbon atoms were calculated at the DFT level with a high correlation between the calculated and experimental values.

MolbankVol. 2024(4)
Universidad de La Laguna (ES)
Clean water and sanitation
Openalex Percentile: Top 86%
Asymmetric Synthesis and Catalysis
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