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Q.

What are the correct designations for the stereogenic centers in this aldose:

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a

2R,3S,4R

b

2R,3S,4S

c

2S,3R,4R

d

2S,3S,4R

answer is B.

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Detailed Solution

According to CIP rule

1)      The "right hand" and "left hand" nomenclature is used to name the enantiomers of a chiral compound. The stereocenters are labeled as R or S.

2)      Consider the first picture: a curved arrow is drawn from the highest priority (1) substituent to the lowest priority (4) substituent. If the arrow points in a counterclockwise direction (left when leaving the 12 o' clock position), the configuration at stereo center is considered S ("Sinister" → Latin= "left"). If, however, the arrow points clockwise, (Right when leaving the 12 o' clock position) then the stereo center is labeled R ("Rectus" → Latin= "right"). The or is then added as a prefix, in parenthesis, to the name of the enantiomer of interest. So given compound has 2R,3S,4S configuration.

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