Scope
An example of a Grob-like fragmentation in organic synthesis is the expansion of the Wieland-Miescher ketone (1 in scheme 2) to Thapsigargin.
| Scheme 2. Grob-like fragmentation in Thapsigargin synthesis |
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Another example is an epoxy alcohol fragmentation reaction as part of the Holton Taxol total synthesis.
The Grob fragmentation has been applied in the synthesis of the fragrance muscenone (scheme 3)
| Scheme 3. (+)-(R,Z)-5-Muscenone synthesis |
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Read more about this topic: Grob Fragmentation
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