Question

Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) of (S) designation for e...

Predict the organic products of the following reac

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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Answer #1
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:

3-Х
но
Он
Н-о
но
Он
ОН
Он
conformer
Но
ОН
cis-diol

diolates
iS, 2R
pyridine
IR, 2S

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

Ans:

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)--

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