Predict the organic product for the following reaction.

Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly.

General guidance

Concepts and reason
Dihydroxylation of Alkenes
Alkene is an unsaturated organic compound containing the carbon-carbon double bond in which the pi bond acts as a nucleophile.
Addition of osmium tetroxide to the alkene on the same side of the carbon-carbon double bond gives a diolate that reacts with water to produce a cis-diol.

Fundamentals

Mechanism for the dihydroxylation of alkenes:

Step-by-step

Step 1 of 2

The formation of diolates is synthesized by the reaction of alkene with osmium tetroxide in the presence of pyridine. It is a concerted 2+3 cycloaddition reaction.

Please take care while showing the stereochemistry. For example:
Incorrect:

Correct:

Synthesis of diols using .

Step 2 of 2

The diolates are hydrolyzed with sodium sulfite or sodium bisulfite to produce the final organic products as cis-1,2-diols.

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Do not get confused with conformers (rotation of a carbon-carbon single bond). For example:
Incorrect:

Correct:

Answer

Answer only

3-Х но Он Н-о но Он ОН Он conformer Но ОН cis-diol
diolates iS, 2R pyridine IR, 2S
diolates S, 2R R, 2S H
diolates S, 2R H R, 2S H
Na2SO, or NaHSO, in H,0
но Он Na2SO3 or NaHSO3 in H20 OH но H H conformer H HO HOW (S,2R)–cyclopentyl-2-methylbutane-1,2-diol
X ОН Na2SO3 or NaHSO3 in H20 Он но conformer но но (IR,2S)–cyclopentyl-2-methylbutane-1,2-diol
H HO Он но conformer oш” (S,2S)–cyclopentyl-2-methylbutane-1,2-diol HO
но Он Но conformer но (IR,2R)-1-cyclopentyl-2-methylbutane-1,2-diol
H но Он conformer H (1S,2R)-1-cyclopentyl-2-methylbutane-1,2-diol| Olll HO
но ОН но H conformer Но (R,2S)–cyclopentyl-2-methylbutane-1,2-diol
is, 2R Н (1S,2R)-1-cyclopentyl-2-methylbutane-1,2-diol 1. OsO4 in pyridine 2. Na2SO3 or NaHSO3 in H20 R, 2S но. но |(IR,2S)–cyclopentyl-2-methylbutane-1,2-diol Оimns
is, 2R Н (1S,2R)-1-cyclopentyl-2-methylbutane-1,2-diol 1. OsO4 in pyridine 2. Na2SO3 or NaHSO3 in H20 R, 2S но. но |(IR,2S)–cyclopentyl-2-methylbutane-1,2-diol Оimns
Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly. Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for each stereocenter carbon atom is specified adjacent to the answer box. Please draw the products accordingly.

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