Fill in the appropriate final product and name the type of pericyclic process. (a) 25 °C + Thermodynamic product – show stereochemistry Endo or Exo type of pericyclic process (b) Heat type of pericyclic process (c) Heat H. + H3CO type of pericyclic process
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- (a) Provide the missing reagents and line structures of the products (C- E) for the following reactions. Include stereochemistry for products Cand E as indicated. No mechanisms are required. (5) C H,0 Show stereochemistry any one diastereomer OH PCC. CH;Cla D H. Pd/C Show stereochemistry any one enantlomerSelect the syntheses that would prepare the alkene shown as the major product. 1) bromocyclopentane + PPH3, 2) CH3S(O)CH2- in DMSO; 3) formaldehyde 1) Cyclopentanone + CH3LI in Ether; 2) H3O+; H2SO4, heat 1) CH3B + PPH3, 2) CH3S(O)CH2-in DMSO; 3) cyclopentanone None of the other options will work. 1) Formaldehyde + cyclopentyl lithium in THF; 2) H3O+; H2SO4, heat PrevioueFor each compound, give the product(s) expected from (1) HgSO4>H2SO4@catalyzedhydration and (2) hydroboration–oxidation.(a) hex-1-yne
- Classify each pericyclic reaction as an electrocyclic reaction,cycloaddition, or sigmatropic rearrangement. Indicate whether thestereochemistry is conrotatory, disrotatory, suprafacial, or antarafacial.Q. 7 Write product(s) of the following reactions with appropriate stereochemistry, if any. N2 hv Нeat а) b) -SO,N3 CH3OH CH3 CH;ONa OH SOCI2 c) d) CH3 CH3OH H Br Pyridine(ii) Draw the product R, including a detailed reaction mechanism for the conjugate addition reaction between the 1,3-dicarbonyl P and the a,ß-unsaturated ketone Q. Eto P OEt + Q OEt Et3N R (iv) Explain why conjugate addition is favoured over direct addition to Q in this case.
- Identify the following pericyclic reaction; explain the course and stereochemistry of the reaction.Provide the structure of the product(s) with stereochemisty if appropriate. If multiple products indicate major product or if products are formed in equal amounts. If there is no reaction expected explain why. NaBH3CN `N then H30* work up `NH2 ВГz, NaOH, H2Cо mCPBA then heat •NMe2 МеFor each compound, give the product(s) expected from (1) HgSO4>H2SO4@catalyzedhydration and (2) hydroboration–oxidation. cyclodecyne
- The bicyclic alkene P can be prepared by thermal electrocyclic ringclosure from cyclodecadiene Q or by photochemical electrocyclic ringclosure from cyclodecadiene R. Draw the structures of Q and R, andindicate the stereochemistry of the process by which each reactionoccurs.Give strucutre of products formed including stereochemistry if appropriate. If more than one product is formed, indicated which is the major product or if formed in equal amounts. PhMgBr (2 equiv.) then H30* HO, он он РСС ноProvide the structure of the product(s) with stereochemisty if appropriate. If multiple products indicate major product or if products are formed in equal amounts. If there is no reaction expected explain why. (a) OH HIO4 (the protecting group is remained) CHO H HOH2C OH (b) CHO -ОН NaCN # HO -H H -OH CH₂OH (c) CHO HO- -H HO -H NH₂OH 張一 H -OH H -OH CH₂OH i) Ba(OH)2 ii) MeOH, H₂SO4 NaOAc Ac₂0 NaOMe MeOH