5. Synthesis. Supply the reagents required to accomplish each of the following syntheses. Indicate the relative stereochemistry, where applicable, of the products obtained at each step. OH a. HO CH2OH b. OH 000-$ ОН
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- 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 Ме6) Predict the stereochemistry of the product of the following reaction. Point out 2 distinct factors which would lead to the high level of observed selectivity. Me 1) NaHMDS 2) Mel tBuo Me > 95:5 dr tBuó Me13.a. Give the mechanism(s) and product(s) for the reaction below. Show stereochemistry. CH3 H3C CH3 ||||C KOtBu tBuOH
- Provide the structure of the organic products(s), which result in the reaction below. (Hint: it's a substitution product; show stereochemistry joll| CI CH3 Br CH3CH₂OH CNProvide 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. 1. H* [-H20] OH HO (вхсеs) он но 2. NalO4 CH3 3. Ph3P=/ он H* [-H20] но. CHa 1. H* (-H20] (еxcess) at OH H3C CH3 но. 2. Ph3P=4. What are the products obtained from the following elimination reaction? Indicate the major product. CH;CH2CCH3 H2O CI 5. a) Determine the major product that is formed when the alkyl halide reacts with a hydroxide ion in an elimination reaction. CH;CH,CH,CH,CCH3 Br b) For the major elimination product obtained in 5a), which stereoisomer (cis or trans) is obtained in greater yield? Draw the two isomers and provide the names of the compounds.
- 1. Give the major organic product(s) including any appropriate stereochemistry. HO- y" + ئے مومن HO CN 80 + + HO OH Ph Ph --NH₂ HO* + CH3OH OH H دشه OCH₂CH3 CH3 CH3 CH;=ĊCH,CHCH;OH H2SO4, H3C H3C Referring to the above reaction: 1. Which atom does the H2SO4 first remove? 2. Identify the reaction if it's hydrogenation, hydrohalogenation, etc. 3. Propose a mechanism for the reaction, using the arrow formalism to indicate the flow of electrons.5. What is the product, A, that would be obtained from the following reaction sequence? CH₂ - CH₂ A) I B) II C) III D) IV E) V -CECH CH3 CH₂ Mg Br -C=CCH₂CH3 O -C=CCH₂CH₂OH ||| -CECCH₂ CH₂ OCH IV -CECCH₂ CH₂ OCH₂ CH3 H30+ || CH3 I -C=COCHCH₂CH3 A
- 5. The following reaction forms three possible products. Please indicate which are stereoisomeric and which 2 are the major products. Propose different reaction conditions that would afford a single stereoisomer, show that product. CH3OH CIDraw the structure of the major organic product of the reaction. col CI / 1. LIAIH4, ether 2. H30+ • You do not have to consider stereochemistry. t √ [F ? Ⓡ ChemDoodleProvide the structure of the missing products or reactants. Show the relevant stereochemistry if necessary. H3C Br H₂O _SH [4© 1 product 2 products (2 isomers) ✓ OH + ?<