[OrganicH2O]

Hi, I was reading chapter 29 of Clayden/Warren/Greeves second edition and I came across a reaction on page 737 I do not understand completely.

Here is a link to the mechanism: https://imgur.com/a/1OyL2

A furan with an alpha beta unsaturated ester is opened up in methanol.  The problem is, the only parts I am confident in lead to an acetal on one side instead of the methyl ester. Also, there is an alkene in the wrong place. The only way that I can see to make the product is to do a bizarre conjugate addition of hydride, provided by the acetal. Then the partial hydrolysis of an ortho ester leads to the product.

Is there a better way to do this? Anybody thought about this before?

P.S. I know I protonated Furan at the wrong position (should be 2 position) but that still doesn't solve the issue I'm having. I tried it that way also...

[OrganicH2O]

So nobody has an idea? It's driving me crazy. I know the book has some typos but I checked the website and it is not listed as a typo...I would even appreciate confirmation from a chemist who tried it and could not figure it out.

[Arkcon]

Did you ever get to the bottom of this one, OrganicH2O:?

[OrganicH2O]

Sadly I did not. I gave up a while ago.