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Usage

Cyclic organic compound

1-Oxaspiro[4.5]decane is a cyclic compound, meaning its carbon atoms form a closed loop or ring.

Unique structure

1-Oxaspiro[4.5]decane has a specific arrangement of atoms that differentiates it from other organic compounds, giving it potential as a building block for synthesis.

Building block for synthesis

Due to its unique structure, 1-Oxaspiro[4.5]decane can be used as a starting point for creating other organic compounds through chemical reactions.

Solvent properties

1-Oxaspiro[4.5]decane can dissolve other substances, making it useful as a solvent in various chemical processes.

Production of fragrances and flavors

The compound is used in the creation of scented and flavored products, likely due to its own distinctive odor and taste properties.

Valuable component in industrial and chemical processes

The unique structure and properties of 1-Oxaspiro[4.5]decane make it an important ingredient in a variety of applications across different industries.

Upstream product

• 699-61-6 1-oxaspiro[4.5]decan-2-one 
• 1430413-14-1 3-((1-cyanocyclohexyl)oxy)propyl diethyl phosphate 
• 108-94-1 cyclohexanone 
• 5686-96-4 1-(3-hydroxyprop-1-yn-1-yl)cyclohexan-1-ol 
• 23708-48-7 pentamethylenebis(magnesium bromide) 
• 84477-25-8 1-oxaspiro<4.5>deca-3,7-dien-2-one 
• 108-28-1 protoanemonin 
• 6963-45-7 1-(3-hydroxypropyl)-cyclohexanol 
• 60211-12-3 2-(3-hydroxypropyl)cyclohexan-1-ol 

Relevant academic research and scientific papers

Trianion synthon approach to spirocyclic heterocycles

A variety of spirocyclic heterocycles have been constructed by a double-alkylation and reductive cyclization approach utilizing α-heteroatom nitriles as trianion synthons. The method provides access to heteroatom-substituted spirocycles in a variety of ring sizes that are found in natural products and are important in pharmaceutical lead development and optimization.

General Synthesis of 1-Oxaspirodecan-2-ones and 1-Oxaspirodecanes from 5-Methylene-2(5H)-furanone

5-Methylene-2(5H)-furanone underwent Diels-Alder cycloadditions to butadiene and several acyclic and cyclic C-substituted dienes, respectively, affording bicyclic and tricyclic spiroadducts in good yields.These compounds are precursors of other unsaturated and saturated spirolactones and also spiroethers, which were obtained through simple chemical reactions, i.e., hydrogenation of C-C double bonds, reduction of the carbonyl group, and Michael addition.The synthesis of 32 spirolactones and eight spiroethers illustrates the scope and efficiency of this method.Many of these products are suitable for use as components of perfumes and aromas owing to their olfactive properties.

γ-Lithioalkoxides via Reductive Lithiation of Oxetanes by Aromatic Radical Anions

Oxetanes are cleaved at 0 deg C in tetrahydrofuran by lithium 4,4'-di-tert-butylbiphenylide, giving lithium γ-lithioalkoxides which can provide 2-substituted tetrahydrofurans by trapping with aldehydes and ketones followed by acid cyclization of the resulting 1,4-diols; the cuprates of these dianions undergo conjugate addition and nucleophilic substitution reactions.

Synthetic and Stereochemical Studies of the Octahydro-1-benzopyran System

The cis and trans isomers of the octahydro-1-benzopyran system have been synthesised and their conformations studied by low-temperature (13)C and highfield (1)H n.m.r. spectroscopy.The position of the conformational equilibrium in the cis isomer at -70 deg C in CDCl3-CFCl3 (50:50) has been determined as approximately 99.5:0.5 (ΔG0 -8.9 kJ mol-1) in favour of the conformation having the oxygen axially disposed towards the cyclohexane ring.

One-Step Annelation. A Convenient Method for the Preparation of Diols, Spirolactones, and Spiroethers from Lactones

1-(ω-Hydroxyalkyl)cyclopentanols and -cyclohexanols were prepared in one step in high yields from butane-1,4-diyl- and pentane-1,5-diylmagnesium dibromides and lactones in tetrahydrofuran.This method was found to be general and applicable to lactones of any size (β, γ, δ, and ε) and structure whether aliphatic, aromatic, bicyclic, or spirocyclic.Evidently important steric hindrance close to the carbonyl group prevents annelation and attack on the second nucleophilic center of the Grignard reagent.Furthermore, in the case of oxetan-2-one one obtains, in additionto the corresponding diol, products resulting from scission of the C-O bond.The diols by appropriate transformation afford new routes to spirolactones and spiroethers.