carboxylic acid/ester with LiAlH4 give weird product??

yes, you're right about the adahyde part so you should still get primary alcohol and the mechanism of reduction with LiAlH4/ether, acid as my text indicates is as follows:

the nucleophilic hydride ion (H adds to the electrophilic carbonyl carbon producing an alkoxide ion which is protonated by the acid to yield the primary alcohols. I thought may be the lack of the acid in the final step in this reaction has something to do with the production of the geminal diol and that other strange product from ester, but i am not sure how,

pleeeeeeez anyone if you know anything about how you could produce such products or the mechanisms leading to them let me know, cuz i have searched everywhere and there isn't a trace of evidence leading to such wierd products

TechDoc said:

Pay attention to the C=C double bond, it creates resonances and making the O at carbonyl to protonated rather than to reform back carbonyl and kick OH or OCH3 away.

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ok so this what i've understood from you,
the resonance stabilizes the alkoxide anions (created after the first protonation) thus making them less basic since the charge is now more spread out, so this makes it easier for the rest of the hydride ions to attack these negative alkoxide oxygens and produce that product instead of the usual products, is that what you mean??

Thanks TechDoc without your direction i would have been stuck on that one forever