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7 votes
1 answer
11k views

Which conformer of beta D-glucose is more stable?

I drew the two chair conformers of $ \beta $-D-glucose: Which one is more stable? I think it's the one with all of the OH groups in the equatorial position because of less steric hindrance, but I ...
5 votes
1 answer
2k views

Why is methyl α-D-glucopyranoside preferentially formed from glucopyranose in acidic methanol?

According to my textbook Organic Chemistry 2e by David Klein, the formation of a glycoside from glucopyranose favors the α form (see picture below). Why does this happen? Shouldn't the equilibrium ...