Reduction of the one of the carbonyl groups in compound A gives compound B, which contains two stere — Organic Chemistry Chemistry Question
Reduction of carbonyl compounds
Reduction of the one of the carbonyl groups in compound A gives compound B, which contains two stereoisomers, B1 and B2. After separation of these isomers, the reductions of carbon-carbon bond are carried out to give compound C, as a mixture of two kinds of stereoisomers, respectively from B1 and B2. By the separation of the isomers, four kinds of products Cij (i, j = 1, 2) are obtained. Furthermore, these four products are applied to the reduction of another carbonyl group to give compound D, which is again a mixture of two kinds of stereoisomers in each reaction. After the separation of stereoisomers of each reaction, eight kinds of products Dijk (i, j, k = 1, 2) are obtained.
[VISUAL]
A B C D
Are there any identical compounds in the eight kinds of products Dijk (i, j, k = 1, 2)? If so, draw the structures of all the compounds that meet the requirements.
Model Answer
HO
OH H
H or HO
OH H
H
[VISUAL]
Are there any compounds, in which optical rotation is principally zero degrees, in the eight kinds of products Dijk (i, j, k = 1, 2)? If so, draw the structures of all the compounds that meet the requirements.
Model Answer
HO
OH H
HO
OH H
H H
[VISUAL]
Are there any compounds which are a pair of optical isomers in the eight kinds of products Dijk (i, j, k = 1, 2)? If so, draw the structures of all the compounds that meet the requirements.
Model Answer
HO
OH H
H and HO
OH H
H
[VISUAL]