Use of epoxidation and epoxide opening reactions for the synthesis of highly functionalized 1-oxaspiro[4.5]decan-2-ones and related compounds

Eipert, Martin; Maichle‐Mößmer, Cäcilia; Maier, Martin E.

doi:10.1016/j.tet.2003.08.010

Cited by 17 publications

(2 citation statements)

References 36 publications

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“…1-Oxaspiro [4.5]decan-2-one derivatives 450 were synthesized according to Scheme 428 involving the Baylis-Hillman coupling between cyclohex-2-enone and ethyl acrylate to provide the adduct (449) as the key step by Maier and coworkers. 927 The spiro compound 450 has been transformed into variety of useful spiro compounds (Scheme 428).…”

Section: Synthesis Of Oxygen Heterocyclic Compoundsmentioning

confidence: 99%

Recent Contributions from the Baylis−Hillman Reaction to Organic Chemistry

2010

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Section: Synthesis Of Oxygen Heterocyclic Compoundsmentioning

confidence: 99%

Recent Contributions from the Baylis−Hillman Reaction to Organic Chemistry

2010

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“…1, 2-cyclohexanediol is a kind of top grade diluter of epoxy resins and can also be used to produce the unsaturated polyester, coloring agent, plasticizer, fire retardant, and so on [1][2][3][4]. Except that 1, 2-cyclohexanediol can be easily converted to orthobenzenediol which is also an important fine chemical.…”

Section: Introductionmentioning

confidence: 99%

Direct catalytic oxidation of cyclohexene to 1, 2-cyclohexanediol by aqueous hydrogen peroxide under solvent-free condition

Zhang

Gao

et al. 2009

Res Chem Intermed

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Electrophilic Amination of Carbanions, Enolates, and Their Surrogates

Ciganek

2009

Organic Reactions

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This chapter deals with the formation of carbon‐nitrogen bonds by reaction of carbon nucleophiles with electrophilic aminating reagents. The former encompass aliphatic and aromatic carbanions, enolates and their surrogates such as enamines, enol esters, and enol ethers, as well as carbanions stabilized by cyano or sulfone groups or by phosphorus. A section entitled Reagents and Mechanisms lists the many aminating reagents available and discusses the mechanisms by which the more important ones react. Among the electrophiles discussed are halo amines, various hydroxylamine derivatives, oxaziridines, imines, oximes, diazonium salts, diazo compounds, azo compounds, and azides. The section on Scope and Limitations is organized by carbon nucleophiles and attempts to suggest the best reagents for each class. A number of electrophilic aminating reagents that have been omitted from the scope of this chapter are briefly discussed, with references to reviews, in the section on Comparison with Other Methods. Tables listing references to the preparation of the various aminating reagents are found in the section on Experimental Conditions. References to the conversion of non‐amine products into amines are also provided there. The literature is covered to the middle of 2007.

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Use of epoxidation and epoxide opening reactions for the synthesis of highly functionalized 1-oxaspiro[4.5]decan-2-ones and related compounds

Cited by 17 publications

References 36 publications

Recent Contributions from the Baylis−Hillman Reaction to Organic Chemistry

Recent Contributions from the Baylis−Hillman Reaction to Organic Chemistry

Direct catalytic oxidation of cyclohexene to 1, 2-cyclohexanediol by aqueous hydrogen peroxide under solvent-free condition

Electrophilic Amination of Carbanions, Enolates, and Their Surrogates

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