3) Propose a synthesis.

Question

Question

science chemistry

Answer 1

Answer #1

3.

1. ВНз. ТHF TMSCI, NEt3 TMSO НО. Br Br Br 2. H20, H202, NaOH Mg TMSO MgBr 1. CO2 2. НО ТВАF TMSO НО СООН СООН

Step 1:

Conversion of alkene to alcohol using hydroboration-oxidation reaction.

Step 2:

TMS (trimethylsilyl) protection of the alcohol functional group so that it does not react with the Grignard reagent formed in next step.

Step 3:

Preparation of Grignard reagent.

Step 4:

Formation of carboxylic acid from the reaction of Grignard reagent with carbon dioxide.

Step 5:

TMS deprotection using TBAF (tetrabutylammonium fluoride) regenerates the alcohol functional group.

Step 6:

Heating facilitates the formation of the cyclic ester or lactone which is the target molecule.

Answer 2

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