homa sadeghzadeh 02-15-2020 - michigan state university...step 10: . ruthenium oxidation complexes...

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Page 1: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Homa Sadeghzadeh02-15-2020

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Page 2: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

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Page 3: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Reagents:

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Presenter
Presentation Notes
1,3-cyclohexanedione
Page 4: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 1:

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Presenter
Presentation Notes
lipase acrylic resin , vinyl acetate
Page 5: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 2:

https://sites.google.com/site/mechanismmordor/2nd-year-mechanisms/nucelophilic-addition/sculponeatin-n/question-1-answer?tmpl=%2Fsystem%2Fapp%2Ftemplates%2Fprint%2F&showPrintDialog=1 5

Page 6: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

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Presenter
Presentation Notes
Metal exchange
Page 7: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 4:

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Presenter
Presentation Notes
Diels alder
Page 8: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 5:

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Presenter
Presentation Notes
Methoxy methyl
Page 9: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 6:

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Page 10: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 7:

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Page 11: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 8:

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Presenter
Presentation Notes
Thionyl chloride
Page 12: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 9:

Prins Cyclization, Wagner-Meerwein rearrangemnt

https://cheminfographic.wordpress.com/2017/12/02/53-wagner-meerwein-rearrangement-1899-1914/12

Page 13: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 10:

https://en.chem-station.com/reactions-2/2016/03/mukaiyama-hydration.html

Ruthenium Oxidation Complexes pp 1-134, William P. Griffith 13

Presenter
Presentation Notes
Phenylsilane,
Page 14: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 11:

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Page 15: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 12:

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Page 16: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 13:

https://en.wikipedia.org/wiki/Riley_oxidation

Riley, Harry Lister; Morley, John Frederick; Friend, Norman Alfred Child (1932-01-01). "255. Selenium dioxide, a new oxidising agent. Part I. Its reaction with aldehydes and ketones". Journal of the Chemical Society (Resumed). 0: 1875–1883. 16

Page 17: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

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Page 18: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 15:

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Presenter
Presentation Notes
Hydroxyl amine
Page 19: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 16:

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Presenter
Presentation Notes
Reduction of Oxime to amine and then amine react with carbonyl
Page 20: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Step 17:

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Page 21: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

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Page 22: Homa Sadeghzadeh 02-15-2020 - Michigan State University...Step 10: . Ruthenium Oxidation Complexes pp 1-134, WilliamP.Griffith. 13. Phenylsilane,

Thanks!

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