For the following mechanism, a modified Horner-Wadsworth-Emmons (HWE) reaction was performed. How is this different to a Wittig reaction? What are the main benefits of the HWE reaction? -CO̟EtOAc-co,EtOCH3(i) dil aq. HCI, 70 °CLipase PS,t-BUOCH3, 168 hOHон (S)-2(iї) K-СОз, 168 hOCH3-CO2Et1CO̟EtEto-PEtOОНОАс 3(R/S)-2Figure 2.2: Synthesis of (R/S)-2 and kinetic resolution with lipase PS.

Answered: Image /qna-images/answer/b1b779fe-9420-488b-9a9a-9942deebc23f.jpg

Answered: For the following mechanism, a modified…

For the following mechanism, a modified Horner-Wadsworth-Emmons (HWE) reaction was performed. How is this different to a Wittig reaction? What are the main benefits of the HWE reaction

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Related questions

Q: What is the overall reaction represented by this mechanism? H 7:OSO₂CF3 -OSO₂CF 3- H₂O: (C6H₁1FO3S)…

Q: a) If vitamin E comes into contact with a reactive radical such as the one shown below, how does…

A: Vitamin E is a fat soluble anti-oxidant and its role is to protect cell membranes from oxygen…

Q: 7. Draw the energy diagram for the following SN1 reaction. Write the kinetic equation. Draw the…

A: Note: allkyl halide loses the bromide ion give carbocation. Tertiary carbocation is attacked by…

Q: Some microorganisms have evolved cellular machinery that carries out chemical transformations in a…

A: Approach to solving the question:Identify the key components involved in the enzymatic…

Q: Vilsmeier Rea میکانزم ا CHO استخدم POCI DMF VILSMEIER CHO H ے

Q: 5-The hydrolysis of a series of ethyl benzoates by hydroxide ion in 85% aqueous ethanol has been…

A: Introduction : According the Hammond's postulate it allows us to gain some gain some insight on the…

Q: Styrofoam dissolves in gasoline (gas), why? OA) Both are polar and they mix OB) Both are non-polar…

Q: Draw a fully labelled energy profile diagram that clearly shows each step in the reaction. Assume…

A: The reaction proceeds through E1 elimination. No of transition states is 2 and no of intermediates…

Q: Draw a structural formula for the intermediate in the following reaction: CH2Cl2 Cl2

A: Electrophilic addition of Cl2 to alkene and form an intermediate species attack of halide(Cl-) ion…

Q: Draw a structural formula for the intermediate in the following reaction: CH3 CH3 CH2Cl2 Br2 CH3 CH3…

A: The given reaction is represented as follows:

Q: н I Н... H Il Н 7a ОН DMF (8) (Cl2PO)20 EtOAc, rt 91% I ** 1.11 I Н... H н Ill •H 18 CHO ОН

A: In this problem there is vismeier Heck reaction this reaction there is addition of aldehyde group on…

Q: D SO3H D₂0, conc. D₂SO4, 100° C 1) Br₂, FeBr3 (1 eq), 0° C 2) H₂O, conc. H₂SO4, 100° C 3) HNO3 (1…

Q: Sn1 Sn2 E1 E2 Ecb1 Br (H3C)₂HC-N-CH(CH3)2

Q: 25°C Br + KI + KBr acetone 25°C Br + KI + KBr acetone

Q: An enzyme called carbonic anhydrase, a monomeric protein (30,000 Daltons), catalyzes the following…

A: The objective of this question is to calculate the turnover number (kcat) of the enzyme carbonic…

Q: CF2Cl2 can be prepared from the nucleophilic substitution of another alkyl halide CCl4 in the…

A: Given-> CCl4 + 2HF ------> CF2Cl2 + 2HCl. Rate = K[CCl4] Rate constant (K) = 1.5 × 10-4 s-1…

Q: Use the References to access important values if needed for this question. A mechanism that has been…

A: A mechanism that has been proposed for the conversion of 2-methylpropene to tert-butyl alcohol in…

Q: Alcohols can undergo a lot of different reaction mechanims. If the alcohol group (OH) is attaached…

A: OH group attached to Aromatic ring is called as Phenol OH group attached to alkyl is called as…

Q: Please explain the mechanism for the Replacement of OH by halogen in reaction with HCl or HBr (SN1…

Q: Draw a structural formula for the intermediate in the following reaction: CH2CI2 Br2 * You do not…

Q: what is the mechanism of this reaction? please with drawing structures ASAP CI CI CI A CI 1. B, 110…

A: The objective of the question is to understand the mechanism of a Diels-Alder reaction involving the…

Q: What is the rate-determining step for an E1 reaction mechanism?

Q: 3. Given that the barrier for rotation ("free rotation) about the C-C bond of ethane is 3 kcal/mol…

A: The rate constant for free rotation can be calculated using the Arrhenius equation. Let the units…

Q: What happens to the rate of the following SN 2 reaction when the 1-iodobutane is tripled and the…

A: Given that, the SN2 reaction between 1-iodobutane and NaSH.We have to determine how the rate of the…

Q: Which of the following is a second chain propagation step in the free radical chlorination of…

A: alkane undergo halogenation reaction in presence of UV light

Q: Draw a structural formula for the intermediate in the following reaction: CH2C2 Br2

Q: ii) Two rate law of equations based on the reaction of tert-butyl alcohol has been proposed as…

A: This is a tertiary alcohol. Tertiary alcohol reacts with HCl in presence of HCl to give tertiary…

Q: None

A: Let's break down the organic mechanism shown in the image step-by-step.Starting Structure The…

Q: What is the reaction and mechanism? ? Ph HO O-CH2CH, →Ph-C-H 1 H

A: We know in presence of strong reducing agent acid can be reduced to alcohol . Alcohol can act as a…

Q: 8. Which of the following compounds would react faster with Nal? Explain why. a) b) ū Br Br

Q: Explain the mechanism and reactions that occur in the schematic below! 1) Dimethylcarbonate NaH, THF…

Q: OH CI K2 Co, OH OH CH3 CH0. CH3 NH, OCHS OCH3 CH3 00C. COOCH3 Na H COOCH3 DMF

A: Detail mechanism is shown below

Q: 44. What is the correct order of reactivity of CH3CHO, C₂H5COCH3 and CH3COCH 3? A. CH3CHO >CH3COCH3…

A: Hi! Thank you for the question As per the honor code, We’ll answer the first question since the…

Q: The following reaction follows a free radical mechanism. Write the mechanism for the reaction…

A: The free radical reactions involve initiation, propagation and termination steps.

Q: Draw and label the chemical structure of the following reaction (include the curly arrow reaction…

A: The chemical reaction, including the curly arrow mechanism: H H \ / C=C / \…

Q: Which is the most reactive compound by the SN1 mechanism? O a. Br I CH3CH₂CHCH3 O b. CH3CH₂CH₂CH₂Br…

A: SN1 mechanism: It takes place through a Carbocation intermediate. The formation of Carbocation…

Q: Consider this three-step mechanism for a reaction: Cl₂(g) Cl(g) + CHCl3 (g) Cl(g) + CC13 (g) What is…

A: Given is a three-step mechanism of a reaction.To find the overall reaction.

Q: 3. Yilong did this reaction below and got multiple products. Show the mechanism(s) and products. Be…

A: The objective of the question is to give the mechanism and the products of the reaction.This kind of…

Q: Explain Hell-Volhard-Zelinsky reaction ?

A: Given: Hell-Volhard-Zelinsky reaction.

Q: 4. Let's compare the AE (kJ/mol) of the formation of cation A to cation B and cation C. Draw a…

A: “Since you have posted multiple questions, we will provide the solution only to the first question…

Q: Tetracycline stains teeth when binding to calcium. Can someone create a type of mechanism of action…

Q: 6M H₂SO4 heat ???

A: In the given reaction carvone undergoes acid catalysed isomerization reaction to form an aromatic…

Q: H H. H-CI: [1] [2] H.

Q: 6) The substitution reaction below to produce 1-iodobutane was performed using 1-bromobutane at a…

A: Primary alkyl bromide gives primary alkyl iodide by reacting with sodium iodide in acetone solvent.…

Q: Draw a structural formula for the intermediate in the following reaction: CH₂Cl2 Br₂ You do not have…

Q: 7. What are the assumptions made when using the Arrhenius equation to describe the effect of…

A: 7. Arrehenius equation is a formula for temperature dependence of reaction rate. This equation…

Q: Draw a structural formula for the major organic product of the following reaction: CH2CI2 -CH=CHCH3…

A: write down the given major products. It contains multiple parts.

Question

For the following mechanism, a modified Horner-Wadsworth-Emmons (HWE) reaction was performed. How is this different to a Wittig reaction? What are the main benefits of the HWE reaction?

-CO̟Et
OAc
-co,Et
OCH3
(i) dil aq. HCI, 70 °C
Lipase PS,
t-BUOCH3, 168 h
OH
он (S)-2
(iї) K-СОз, 168 h
OCH3
-CO2Et
1
CO̟Et
Eto-P
EtO
ОН
ОАс 3
(R/S)-2
Figure 2.2: Synthesis of (R/S)-2 and kinetic resolution with lipase PS.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

SEE SOLUTION Check out a sample Q&A here

Step 1:: Cause

VIEW

Step 2:: Mechanism

VIEW

Step 3:: explanation

VIEW

Step by step

Solved in 3 steps with 3 images

SEE SOLUTION Check out a sample Q&A here

Similar questions

Draw a structural formula for the intermediate in the following reaction: C ▼ + 11... Cl₂ . You do not have to consider stereochemistry. . You do not have to explicitly draw H atoms. • Do not include counter-ions, e.g., Na*, I, in your answer. C P opy CH₂Cl₂ aste []* ?
Use the two-step mechanism below to answer the following question. Step 1: NO (g) + N2O (g) → N2 (g) + NO2 (g) Step 2: 2 NO2 (g)→2 NO (g) + O2 (g) What is the intermediate? O N20 O NO O N2 NO2 O 02 MacBook Air DII 80 888 F6 F7 FB F3 F4 & %23 %24 3 4 5 8 E R Y F C в M I >
write the mechanisms and products of these reactions
write the complete reaction mechanism for the formation of compound B and compound C in this reaction
It has been observed that the reaction of B to produce Product D proceeds 10,000X faster than the reaction of A to produce Product C. Provide a brief explanation for the difference in observed rates.
A chemist reacts 2.4 grams of 2-methyl-2-butanol with 15 mL of 6M sulfuric acid. What is the most likely mechanism for alkene formation in the elimination reaction (please draw it out to demonstrate).
8. Which is the most reactive compound by the SN1 mechanism? CH₂ CI by H CH₂ Br CH₂ OC₂Hs
Which reactions have a positive ASrxn? A(g)+B(g) → C(g) 2 A(g)+B(s) → 3 C(g) A(s) + 2 B(g) –→ C(g) O 2 A(g)+B(g) → 4 C(g)
5. Given the following mechanism: EIOH -Br . What is the type of this reaction mechanism (E1, E2, Sul or Sx2)? . Give the missing intermediates. • Give the arrow pushing mechanism for the above reaction. Which step is the slow one? (write "slow" under the arrow) What is the rate law for the above reaction? 6. What is the expected product for this reaction and type of mechanism (E1, E2, Sal or Suz)? Bri KOC(CH₂) 7. What are the expected products for these reactions? 8 KOH E2 KOH SN2 KOH S2 Base
51. For the following two reactions, which statement is TRUE? E reactants products Reaction A reactants Reaction B products A. Reaction A is faster and less exergonic than B B. Reaction B is faster and more exergonic than A C. Reaction A is faster and less endergonic than B D. Reaction B is faster and more endergonic than A 52. In a concerted or single step reaction, A. the rate of forward reaction is equal to the rate of backward reaction. B. the free energy of the reaction is negative C. the free energy of the reaction is positive D. the stability of the transition state controls the rate of the reaction.
Optically pure Compound 1 undergoes a reaction at room temperature with sodium methoxide (NaOCH3) in methanol to form a single isomer of Compound 2 as shown below: 3. The rate of the above reaction is determined experimentally to follow second-order kinetics. Give a fully labelled sketch of a reaction coordinate diagram for the reaction. 4. draw a mechanism on a piece of paper (using curly arrows) to show the formation of Compound 2 from Compound 1 including any activated complex.
12. Give a mechanism for the hydrogen peroxide (HO-OH) initiated reaction of cyclopentane with chlorine. (Hint: this rxn involves 2 initiation steps - one is a O-O bond cleavage) a. Calculate AH for each step, reference your book for bond dissociation enthalpies.