<i>Perkow</i> Reaction Induced C,C‐Bond Formation

Winkler, Tammo; Bencze, W. L.

doi:10.1002/hlca.19800630210

Cited by 14 publications

(3 citation statements)

References 6 publications

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“…In analogy to the reactivity of canonical dienolate intermediates, we considered the possibility of engaging the γ-nucleophilicity of 4 , thereby leading to new transformations. Here, we report a P(III)-mediated reductive homocondensation reaction of unsaturated keto esters emanating from intermediate 4 that evidence this proposed γ-nucleophilicity. , …”

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confidence: 71%

“…The sequence is initiated by the Kukhtin–Ramirez addition of tris(dimethylamino)phosphorus to the unsaturated keto ester substrate 15 giving oxyphosphonium dienolate intermediate 16 . Subsequent conjugate addition of the nucleophilic γ-position − of 16 to an additional equivalent of substrate 15 , followed by intramolecular oxycyclization, would then give dipolar intermediate 18 . The trans stereochemistry about the newly formed C–C bond would be expected to be controlled by nonbonding steric interactions in the stepwise process.…”

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confidence: 99%

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Reductive Homocondensation of Benzylidene- and Alkylidenepyruvate Esters by a P(NMe₂)₃-Mediated Tandem Reaction

Wang

Radosevich

2013

Org. Lett.

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confidence: 71%

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confidence: 99%

Reductive Homocondensation of Benzylidene- and Alkylidenepyruvate Esters by a P(NMe₂)₃-Mediated Tandem Reaction

Wang

Radosevich

2013

Org. Lett.

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“…The coastal pl ai n 1 andscape has general l y been geomorphi cal l y stab1 e during historical time, due mainly t o the slow rates of change associated w i t h modern tectonic s t a b i l i t y of the Gulf Coast Plain (Winkler, 1980).…”

Section: Regional Geomorphic Settingmentioning

confidence: 99%

Remedial action plan and site design for stabilization of the inactive uranium mill tailings site at Falls City, Texas. Remedial action selection report, attachment 2, geology report; attachment 3, groundwater hydrology report; and attachment 4, water resources protection strategy. Final report

1992

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contaminated by the former mills, and implementation of the remedial action (Subpart C). This RAS describes how the remedial action at Falls City will meet these standards.-1- 5EXISTING GROUND SURFACE---, -1 , aspects of p i l e design; radiological issues (such as design of the radon barrier) ; and protection of groundwater resources.Copies of these documents, as well as supporting data and calculat i o n s , are on f i l e i n the UMTRA Project Office i n Albuquerque, New Mexico. The approach adopted i n the RAS is similar to t h a t adopted by the NRC for s i t e Technical Evaluation Reports (TERs). T h i s RAS is formatted i n accordance w i t h the requirements of the NRC's Stantlard Format and Content (SF&C) guide (NRC, 1989a) for remedial action selection for UMTRA Project sites. The RAS has been compiled t o f a c i l i t a t e the NRC i n preparation of i t s TER. The RAS does not contain design details. The d e t a i l s are available i n supporting documents, reports, drawings, specifications, and calculations. Table 1.2 summarizes the relationship between design d e t a i l s and c r i t e r i a and supporting cal cul a t i ons and reports. Design thickness of 2.0 feet w i l l l i m i t radon f l u x t o meet EPA c r i t e r i a , including 6-inch allowance f o r shrinkage cracking. The site geological characterization should provide estimates of earthquakeinduced ground accelerations that could occur at the site, as well as the potential for other types of tectonic hazards that could affect the performance of the disposal cell. Geological site characterization must also demonstrate that future resource development will not adversely affect the disposal cell's stability for the design life. The TAD (DOE, 1989a) contains additional criteria that form the basis for evaluating the adequacy of the site and regional geology. These criteria also form the basis of the work described here. SCOPE OF WORKDetailed investigations of geologic, geomorphic, and seismic conditions at the site were conducted by the Technical Assistance Contractor (TAC). Geologic investigations were carried out in accordance with the procedures and approaches described in the TAD in order to gather the data specified in the NRC SRP and SF&C (NRC, 1989a). These investigations included compilation and analysis of previously published and unpublished geological literature and data; review and analysis of historical and instrumental seismic data; geological field mapping and observations; review of site-specific subsurface geologic and geotechnical data, including borehole logs and samples from boreholes, test pits, and trenches; aeri a1 reconnaissance and analysis of stereo-pair aeri a1 photographs; geologic interpretation of existing LANDSAT satellite imagery; and studies of previous work. Details of the data gathering and interpretation procedures are provided in the documents referenced in this section.The nearby faults, the proximity of uranium ore, the complexity of the underlying stratigraphy, and the potential for erosion...

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Perkow Reaction

2010

Comprehensive Organic Name Reactions and Reagents

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The preparation of vinyl (or enol) phosphates from α‐halo carbonyl compounds and trivalent phosphorus reagents and is generally known as the Perkow reaction. The study finds that, α‐halo aldehydes are more reactive than α‐halo ketones; whereas α‐halo esters are the least reactive species for the Perkow reaction, and α‐halo amides do not react at all. It has been found that the more α‐halo atoms in the carbonyl compound, the faster the reaction occurs. All the suitable reagents have been suggested for this reaction Both the electronic character of phosphorus and the steric effects are prominent in the Perkow reaction, as indicated by the predominant trans ‐configuration in vinyl phosphates. It is observed that the course of the reaction depends on the nature and position of halogen on the carbonyl compounds as well as the reaction temperature. This reaction has importance for the preparation of vinyl phosphates.

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Perkow Reaction Induced C,C‐Bond Formation

Cited by 14 publications

References 6 publications

Reductive Homocondensation of Benzylidene- and Alkylidenepyruvate Esters by a P(NMe₂)₃-Mediated Tandem Reaction

Reductive Homocondensation of Benzylidene- and Alkylidenepyruvate Esters by a P(NMe₂)₃-Mediated Tandem Reaction

Remedial action plan and site design for stabilization of the inactive uranium mill tailings site at Falls City, Texas. Remedial action selection report, attachment 2, geology report; attachment 3, groundwater hydrology report; and attachment 4, water resources protection strategy. Final report

Perkow Reaction

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Perkow Reaction Induced C,C‐Bond Formation

Cited by 14 publications

References 6 publications

Reductive Homocondensation of Benzylidene- and Alkylidenepyruvate Esters by a P(NMe2)3-Mediated Tandem Reaction

Reductive Homocondensation of Benzylidene- and Alkylidenepyruvate Esters by a P(NMe2)3-Mediated Tandem Reaction

Remedial action plan and site design for stabilization of the inactive uranium mill tailings site at Falls City, Texas. Remedial action selection report, attachment 2, geology report; attachment 3, groundwater hydrology report; and attachment 4, water resources protection strategy. Final report

Perkow Reaction

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Reductive Homocondensation of Benzylidene- and Alkylidenepyruvate Esters by a P(NMe₂)₃-Mediated Tandem Reaction

Reductive Homocondensation of Benzylidene- and Alkylidenepyruvate Esters by a P(NMe₂)₃-Mediated Tandem Reaction