Q16. - Organic Chemistry

Question

Question: Draw the products obtained (including stereochemistry) when each compound is treated with LDA, followed by  CH₃l.

Step-by-Step Solution

Answer

Answer

 

The products formed when each starting material is treated with LDA are shown below:-

Step 1: Definition of LDA

LDA is a non-nucleophilic strong base that abstracts protons from the least hindered C-H group of the substrate molecule.

Step 2: Function of LDA

Due to the presence of bulky isopropyl groups with the nitrogen atom, the molecule LDA acts as a base. It withdraws protons from the least hindered site of the substrate molecule.

Step 3: Formation of products

After the proton abstraction, they form enolates which on halogenation give chiral products. As a result two types of stereoisomers are formed.

                                          Reaction a

                                          Reaction b

                                           Reaction c