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OK, one product on several separate pages, yes it does happen quite regularly that way - using chairs as an example, one could be under leather chairs, and recliner chairs and have two different urls for that.
Without knowing the site, canonical urls and products specifically I can't offer more than that, other than to say, yes, at first glance 301s are the way to go if you really don't want duplicate pages on your site - you could always leave things as they are, and optimise the one page for 'recliner chair', and the other page for 'leather chair' and differ the content - but I'd consider that to be spammy and I don't think you want that. One page, one chair would make much more sense.
Googlebot wouldn't be confused by this. Customers might possibly, but if they click on a link to look at a leather chair, and arrive at a page about the leather chair they wanted to look at, I don't see any problem at all.
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