In the following reaction, D - Glyceraldehyde X + Y (2 diastereomers) The absolute configurations of the… · ABC26OR0505
Subject: Organic Chemistry · Chapter: Natural Products · Topic: Natural Products & – General · Exam: GATE 2000-2022 · Marks: 2 · Difficulty: Medium
In the following reaction, 
D $-$ Glyceraldehyde 
$\mathrm{X}$ + $\mathrm{Y}$ (2 diastereomers) The absolute configurations of the chiral centres in X and Y are
D $-$ Glyceraldehyde $\mathrm{X}$ + $\mathrm{Y}$ (2 diastereomers) The absolute configurations of the chiral centres in X and Y are(a)$2\mathrm{S}, 3\mathrm{R}$ and $2\mathrm{R}, 3\mathrm{R}$
(c)$2\mathrm{S}, 3\mathrm{S}$ and $2\mathrm{R}, 3\mathrm{R}$
(d)$2\mathrm{S}, 3\mathrm{R}$ and $2\mathrm{S}, 3\mathrm{R}$
(b)$2\mathrm{R}, 3\mathrm{R}$ and $2\mathrm{R}, 3\mathrm{S}$
Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
Kiliani addition of HCN creates a new stereocentre at C-2 (R or S) while C-3 keeps the R configuration of D-glyceraldehyde: the diastereomers are (2S,3R) and (2R,3R).
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