The Tandem Grignard- Oppenauer Oxidation

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Success �� Magnesium-<strong>Oppenauer</strong> Magnesium <strong>Oppenauer</strong> oxidation is greener than previous synthetic route of TMS-PVK TMS PVK – Reduces synthesis by one step and utilizes oxidizing potential of the magnesium alkoxide salt – Eliminates the use of PCC �� Can more improvements can be made?
Improvements on the Reaction �� Replacement of oxidizing equivalent of benzaldehyde with smaller ketones or aldehydes would improve atom economy. �� Additionally, use of small ketones or aldehydes would eliminate the need for column chromatography to separate the TMS-PVK TMS PVK from excess benzaldehyde and benzyl alcohol.
Page 1 and 2: The Tandem Grignard- Grignard Oppen
Page 3 and 4: What is Green Chemistry? “The The
Page 5 and 6: Applying Green Chemistry to Undergr
Page 7 and 8: How “Green Green” is the Baylis
Page 9 and 10: Silicon-Mediated Silicon Mediated B
Page 11 and 12: Synthesis of TMS-PVK TMS PVK ��
Page 13 and 14: Getting Started �� Our original
Page 15 and 16: How Did This Happen? �� A searc
Page 17: Si Br 1. Mg 2. PhCHO 3. H+, H 2 O R
Page 21 and 22: Reagents Utilized �� Grignard-O
Page 23 and 24: Reagents Utilized �� Also tried
Page 25 and 26: Paraformaldehyde �� Preliminary
Page 27: Questions?

The Tandem Grignard- Oppenauer Oxidation

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