Stereoselective sonochemical reductive silylation of geminal dibromocyclopropanes by bulk magnesium

Touster, Jonathan; Fry, Albert J.

doi:10.1016/s0040-4039(97)01453-6

Cited by 12 publications

(2 citation statements)

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“…In this reaction, sonication induces changes in the stereoselectivity in comparison to the analogous electrochemical reduction. 79 A sonochemical Reformatsky reaction was described recently, 80 A direct consequence of ultrasound-promoted ET is the facile preparation of radical anions and some other useful reagents, as illustrated here in the preparation of lithium amides in the presence of isoprene as an electron carrier (Scheme 16). 82 Sodium Scheme 16 Preparation of useful reagents by sonochemical reductive processes.…”

Section: Scheme 14 Two Examples Of Barbier Reactionsmentioning

confidence: 99%

“…In this reaction, sonication induces changes in the stereoselectivity in comparison to the analogous electrochemical reduction. 79 A sonochemical Reformatsky reaction was described recently, 80 but comparisons with the non-sonochemical process are not given. Other extensions of the Barbier reaction, such as the Bouveault reaction, have also been reported and used for the preparation of aldehydes and ketones.…”

Section: Scheme 14 Two Examples Of Barbier Reactionsmentioning

confidence: 99%

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Green chemistry

Cintas¹,

Luche²

1999

Green Chem.

250

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Although the applications of ultrasound have long been known in both industry and academy, the "green" value of the non-hazardous acoustic radiation has been recognised by synthetic and environmental chemists only recently. The chemical and physical effects of ultrasound arise from the cavitational collapse which produce extreme conditions locally and thus induce the formation of chemical species not easily attained under conventional conditions, driving a particular radical reactivity. This rationale, accessible in a non-mathematical manner, anticipates the advantages of using this technology in a variety of processes that include milder reactions with improved yields and selectivities, easy generation of reactive species and catalysts or replacement of hazardous reagents. Sonication enables the rapid dispersion of solids, decomposition of organics including biological components, as well as the formation of porous materials and nanostructures. This review summarises how ultrasound can be harnessed to develop an alternative and mild chemistry, which parallels the ability of acoustic waves to induce homolytic bond cleavage.Examples of these advantages are described in this paper, and more complete literature coverage can be found in previous publications. [2][3][4] In the future, compatibility with other physical methods, e.g. microwaves plus ultrasound, or light plus ultrasound, 6 which is just starting to be explored, should enlarge considerably the range of applications.

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Section: Scheme 14 Two Examples Of Barbier Reactionsmentioning

confidence: 99%

“…In this reaction, sonication induces changes in the stereoselectivity in comparison to the analogous electrochemical reduction. 79 A sonochemical Reformatsky reaction was described recently, 80 but comparisons with the non-sonochemical process are not given. Other extensions of the Barbier reaction, such as the Bouveault reaction, have also been reported and used for the preparation of aldehydes and ketones.…”

Section: Scheme 14 Two Examples Of Barbier Reactionsmentioning

confidence: 99%

Green chemistry

Cintas¹,

Luche²

1999

Green Chem.

250

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Electrochemistry of Organomagnesium Compounds

Jaworski

2009

Patai's Chemistry of Functional Groups

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Introduction Electrochemical Synthesis of Organomagnesium Compounds Conductivity of Solutions of Organomagnesium Compounds Anodic Oxidation of Organomagnesium Compounds Cathodic Reduction of Organomagnesium Compounds Organomagnesium Compounds as Intermediates in Electrode Reactions Concluding Remarks: Electrochemical Data in the Elucidation of Reactivity of G rignard Reagents

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