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elenaa123
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Hello, can someone explain to me why the configurations are those is that I'm trying and they don't come out like that. Thanks in advance!!
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manolovp99
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Hello, I leave you the following page in which Germán explains the Fischer projection very well. If you realize the substituents that come out horizontally from each carbon are wedge-shaped (out of the plane). As in all asymmetric carbons we have hydrogens (H) as a wedge, this changes the configuration that the carbon in question would have. I will give you an example: In the carbon above, the order of priority would be a-NHBoc; b-CHOH; c-CH2OPh; dH. Under normal conditions, the rotation would be clockwise (R) but as I have commented before, since the hydrogen is a wedge, the configuration (S) is inverted. I hope I have helped you, regards.
Germán's page: www.quimicaorganica.org/estereoquimica/5...cion-de-fischer.html
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elenaa123
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Exactly what I don't understand is why it is b-CHOH; c-CH2OPh and not the other way around. Thank you!
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manolovp99
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Let's see if that's how you see it better: To assign an order of priority to the different substituents of the carbon in question, you have to look at the groups that accompany them. Again with the carbon above with S configuration: NHBoc group would have the order a due to nitrogen, which has a greater preference than the two carbons, and hydrogen. - If we look at the CHOHC to which I have given the order b above the CH2O , if we look at the substituents that accompany them, being for the carbon that remains on the left: CHHO and for the carbon below : CHOC , if you look at both H and O is common on both carbons, the preference of one over the other is given by the presence of the C over the H - Finally we assign the letter d to the H on the right that It would be facing up as you could see on the page that I proposed to you. The turn a - b - c - d would therefore be clockwise (R) but due to what was said in the last point, the S configuration is finally obtained. I hope I have helped you!
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elenaa123
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now i've seen it! I forgot the detail that compares the groups directly attached to the carbon that we are comparing THANKS
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