Draw the major product formed in the following reaction. Use wedge/dash bonds to show stereochemistry of the chirality...

Question

Question

Draw the major product formed in the following reaction. Use wedge/dash bonds to show stereochemistry of the chirality center in the product.

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Answer 1

Answer #1

Concepts and reason

The concept used to solve this question is cleavage of epoxide and nucleophilic substitution in the presence of acid catalyst.

Fundamentals

Under acidic conditions, the nucleophile preferentially attacks the more substituted ring carbon.

Under basic or neutral conditions, the nucleophile preferentially attacks at the less substituted (or less sterically hindered ring carbon).

The mechanism is as follows:

CH3
CH3
CH3
CH3
NE
CCN

The formation of product is as follows:

::
HO
N
CH3
N=0—
CH, _H20
CH3
и
сн,
NEC

Ans:

The major product is as follows:

но
сня
CH₃

Answer 2

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