b.Figure 3 below shows an organocatalytic conjugate addition, which proceeds via animinium ion intermediate.(i)(ii)(iii)EtOCgHgNAcatalyst=O10 mol% catalystCH2Cl2 - iPrOH-70°CMeMePhHZINMeMe.CF3CO₂HFigure 3MeNEtee = 92%Draw the structure of compound A.Give the catalytic cycle for the above reaction. Include a mechanism for the key stepsin the cycle.Give an explanation for the enantioselectivity of the conjugate addition in Figure 3.

Answered: Image /qna-images/answer/29126cbc-b748-4507-b43e-66797d064610.jpg

Answered: b. Figure 3 below shows an…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 18E

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Which of the following best describes a key step in the mechanism for the reaction below? HO, ... -CH3 -CH3 + en dihydroxylation H3C- H3C- OH (A) free-radical substitution at the carbonyl carbon B elimination reaction by abstraction of a beta-hydrogen nucleophilic attack by an alkene to form a cyclic (epoxide) intermediate electrophilic addition reaction to form a carbocation intermediate
(A) moose the correct product. 1. NaGE, Ero 2. H₂0, A 食。 CO₂ Et -CO₂E7 (B) Coret 31. Choose the best reagents. & 4 (A) 1. LAH; H₂0 2. CHz | 3. H₂0/H+ (B) 1. NaOH, -78% 2. CH31 3. H₂0/H (C) 1. LDA, -78%℃ 2. CH31 3. H₂₂0/H+ 1. Nah, 0°C 2. CH31 3. H₂2₂0/H+* (<) Colt (D)
(iii) Explain the products in the following addition reactions with mechanism. CH i) Hg(OAC)2 , H,0 CH3 i) BH3,THF CH3 HO ii) NaBH4, MEOH ii) H,O, /NAOH OH
Q4. Stabilized enolates and their surrogates. (a) Complete the following FOUR reaction schemes by drawing structures for the relevant stabilized enol, enolate or surrogate intermediates (A to D), and for the eventual organic products (E to H). (i) (ii) (iii) (iv) EtO CHO Me,SICI, Et N NaOEt EtOH HCO₂Et, NaOEt EtOH (i) t-BuNH, molecular sieves (ii) LDA A B C D MeBr, TICI 1. NaH 2. Mel 1. NaH 2. RBr 1. Me,SICI 2. RCHO, CsF E F G H
6. Match the reagents and condition below with the appropriate reactant.You may list a reagent or condition more than once.Reagents/condition (s) : Cl2; CCl4; FeCl3; uv light; NaOH(aq); HCN(g), (i) But-1-ene : ……………………………………………………………..(ii) 1-chloroethane : ………………………………………………………...5(iii)Butane : ………………………………………………………………………(iv)Methylbenzene : ……………………………………………………………..(v) 2-chloro-2-methylpropane : ………………………………………………….(vi)Propanone : ………………………………………………………………….(vii )Ethanal : …………………………………………………………………….
The macrocyclic ester L can be prepared by a ring closing metathesis (RCM)-alkene reduction strategy as outlined below. Answer sections (i) to (iii) related to this process. Joa M N OH O CO₂H (i) Draw the structure of a ruthenium-based catalyst commonly used for RCM and provide a simplified reaction mechanism for the RCM of diene M. (ii) Disconnect M and show the resultant synthons which correspond to alcohol N and carboxylic acid O. (iii) Based on your answer to section (ii), discuss the forward reaction to form M mentioning any additional reagents and explaining their role.
2) Write a detailed mechanism for the following reaction: он H3O* OH ... |
For the reaction below, give the major produc excess Cl₂ ..) and show the complete stepwise mechanism
Q4. Nucleophilic attack at carbonyl with loss of carbonyl oxygen. For this question, answer AT LEAST FIVE of the SIX parts. (a) For the FOUR reactions listed below, draw structures of the major organic products. (i) (ii) (iii) HO OH ●... NMe₂NH₂ cat. dry HCI H Ph₂pⓇ THF
3. Predict products stereochemistry and mechanisms of the following reactions. .CO2H N. H (cat.) Ph N° A = .CO2R + A ? Ph Et solvent (i) (ii) (iii)
Which conditions will cause the interconversion shown? how? H H2/ Lindlar catalyst oa. Li/ NH3lia) ob. H2 / PtO2 (1) Brg: (2) KOH / E:OH od. (1) Hg(OAc)2 / THF / H2O: (2) NaBH4 е.
1. а) Consider the reaction scheme below. PhLi HONH,, HCI A C ELOH B D (ii) Outline the mechanism for the conversion of A to B.

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