Question

Complete the following reactions. Place some kind of mark (like an asterisk) next to any reaction that creates a new chiral center. If no reaction occurs write "NR. 4. I) HI 2) LiOEt /DMSO Low Temp. I mol NaCN DMF NaOH 1,о Br Но 1) TSCI/Pyridine 2) NaN, MLK Cl NaOMe Acetone A Mе Br MENH, HCO,H/-A 1) KOMe / MeOH 2) HCI/ H.O Br 3) LIN, / AcOH Page 4 Foll 201g

Answer 1

DATE HIM 0с LIOEH DMSO low terme 2 mol NacN N=G DMF Naon BY OTS रेकी Na Naome Aretone A -HCI are nucleophic substhution Bad leaving group is convertkd do in reaction Tn reackion pi bond of alkene abstbacr All abore reachions reaction gaad leaving poup H-II aCid Hsvey Carbo caHon 4 Hhon attact 19 takes place t SO

BY un N me Acetic acid Back side attack Of nucleophle gives (mversion in coniquration KOme meon BY H-त ০2 H Markovni kobbs addition AHHakov N. Product In this reaction B-eimihation ollooed ntmarkovni kolbs addim nucleaphilic taker place inally Substikutin give praduct azide