Originally posted by budullewraagh
Good points about my idea- I'll think about it more today.
The reason I say that is that while your method looks pretty good, I'm a bit skittish about the electrophilic addition. Oxidizing the OH to the
ketone not only allows for grignards, but it also decreases the bendiness of the alkyl chain, making there be less likelihood that the ring formation
would occur. However, that could be fixed if we were to perform that oxidation post-ring formation.
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