Central Chirality Cahn-Ingold-Prelog Rules: Assignment of Absolute Configuration penicillin 1. Locate all stereocenters (chiral carbons, asymmetric centers) H 2. Prioritize al| 4 unique groups/atoms attached to each chiral atom. Make tables as needed to help. Top priority (1): goes to group that has the heaviest atom at the first point of difference moving away towards the stereocenter. HO- Lowest priority (4): goes to the group that has the lightest atom at the first point of difference moving away from the stereocenter. 3. If Necessary, orient the molecule so that the 4th priority group is pointing away from your eye. 4. Determine if sequence of 1→2→3 is clockwise or counterclockwise. Clockwise = (R) Counterclockwise = (S)

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Central Chirality
Cahn-Ingold-Prelog Rules:
Assignment of Absolute Configuration
penicillin
1. Locate all stereocenters
(chiral carbons, asymmetric centers)
2. Prioritize all 4 unique groups/atoms attached to
each chiral atom. Make tables as needed to help.
• Top priority (1): goes to group that has the heaviest atom
at the first point of difference moving away towards the
-N-
stereocenter.
Lowest priority (4): goes to the group that has the lightest
atom at the first point of difference moving away from the
stereocenter.
HO.
3. If Necessary, orient the molecule so that the 4th
priority group is pointing away from your eye.
4. Determine if sequence of 1→2→3 is clockwise or
counterclockwise.
Clockwise = (R)
Counterclockwise = (S)
S.
IZ
Transcribed Image Text:Central Chirality Cahn-Ingold-Prelog Rules: Assignment of Absolute Configuration penicillin 1. Locate all stereocenters (chiral carbons, asymmetric centers) 2. Prioritize all 4 unique groups/atoms attached to each chiral atom. Make tables as needed to help. • Top priority (1): goes to group that has the heaviest atom at the first point of difference moving away towards the -N- stereocenter. Lowest priority (4): goes to the group that has the lightest atom at the first point of difference moving away from the stereocenter. HO. 3. If Necessary, orient the molecule so that the 4th priority group is pointing away from your eye. 4. Determine if sequence of 1→2→3 is clockwise or counterclockwise. Clockwise = (R) Counterclockwise = (S) S. IZ
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