Question

2. Predict the major organic product(s) of the reactions below. Assume 1 equivalent of reagent unless otherwise stated, it's a solvent, or an oxidizing/reducing agent. Do consider stereochemistry and regioselectivity.

2. Predict the major organic product(s) of the reactions below. Assume 1 equivalent of reagent unless otherwise stated, it's a solvent, or an oxidizing/reducing agent. Do consider stereochemistry and regioselectivity. (3 points each; 15 points total) A. Me 1. HNO3 2. O3 3. DMS 1. mCPBA, DCM (1 equiv) 2. Hg(OAc), MeOH 3. NaBH4, NaOH, H2O 4, NaOH, H2O 5. H2O, HCI (workup) Me 1. HBr (xs) 2. Mgº, Et20 3. acetone 4. H2SO4. C. Me Me 1. BH3. THE 2. NaOH, H2O2 3. H2SO4 Me Me 1. SOCI2, pyridine 2. NaOH, H2O 3.D2, Pd/C, EtOAC OH ме

Answer 1

A. ozonolysis

B. HBr Addition ; RMgBr fromation, addition to acetone ; dehydration

C. eliminiation, reduction

d. epooxidation , at electron rich site

E. Hydroboronation-oxidation

ме. HM03 DMS усил HBR . 3. Acefare 4. Mesoy rus че ro/ socl, PY A Me I mez ce Me The че 7 и 1. Mc Pea 19, и не Ол си и р. ди 4. Naoy lone 160 5. use де 40 Photo Sharing 13 THE r /bg Чеба че По и цо, ne H₂soy че в - че -Me