Question

Synthesize the following compounds from the given starting material. You may add on any alkyl/alkyl halide under 6 carbons or any necessary inorganic reagent needed (this includes triphenyl phosphine (Ph3P). Draw all intermediates and reagents necessary to reach product. OH tar

Answer 1

1) OH is protected by TsCl and then it becomes a good leaving group. Sn2 attack by Et group gives the product.

Tscl ELMO BY مل گرما م مست« نہ ہی مل تک اس بات = و NaNH2 Na Hgsou = م - H₂504 43cH0 وا NaOEL Zn, Mes PPhy رM مع تا ته بله - مل

2) Acetylenic H are acidic in nature and its its a can be used as nucleophile. Thus nucleophilic attack of acetylenic anion gives alkyne product which on oxymercuration-demurcuration gives the ketone product.

3) ozonolysis followed by aldol reaction between two carbonyls. The protection of aldehyde to oxidize the OH and then ylide reaction to give alkene. Then aldehyde was deprotected.