Question

please solve them clear & be sure thank you .

1. (21 points) Is the following compound a meso-compound? If yes, show it in 3D in the box below using wedged and dashed bonds to indicate the substituent bond direction and draw the internal mirror plane of symmetry (if any). (3 points) HOOC-CHOH-CHOH-COOH Draw the 3D structures of the stereoisomers of the compound above. Use wedged and dashed bonds to indicate the substituent bond direction in each stereoisomer. [Hint: if it is a meso-compound, you need to draw 3 stereoisomers in total. If not, you need to draw 4 stereoisomers in total] (3 points for each isomer, any additional isomer will be penalized). 1. 2. 3. (4). This one remains blank if it is a meso-compound

Answer 1

1. ОН ОН * но ОН Plane of symmetry, Hence Meso он H ОН о ОН ОН (R) (R) НО но- ОН ОН І II о H ОН ОН НО он III I and II = Diastereomers I and III = Enantiomers II and III = Diastereomers