Fragmentierung von β-tosyloxyketonen und β-tosyloxyketalen mit grignardverbindungen

Kraus, Wolfgang; Chassin, C.

doi:10.1016/s0040-4039(01)97890-6

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Carbonyl Generating Grob Fragmentation Via Ring Cleavage1

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2010

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Cited by 5 publications

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“…Treatment of bicyclic β-tosyloxyketone 144 with methylmagnesium bromide in refluxing ether led to the fragmentation product 152 (Scheme ). Similar results were observed with ketal 147 under the same conditions …”

Section: Carbonyl Generating Grob Fragmentation Via Ring Cleavagesupporting

confidence: 87%

Synthetic Applications of the Carbonyl Generating Grob Fragmentation

2010

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Since 1996, he has been a full professor at the University of Vienna. His main research interests lie in the total synthesis of structurally and physiologically interesting natural products. Scheme 1. Early Fragmentation of Carbocation Observed Scheme 2. Fragmentation of Carbocation into Olefin and Ketone Scheme 3. Eschenmoser's Pioneering Work on Fragmentations Scheme 4. Spontaneous Fragmentation of β-Bromo Acid 19

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Section: Carbonyl Generating Grob Fragmentation Via Ring Cleavagesupporting

confidence: 87%