(b) The sequence below depicts part of a total synthesis of 5-epi-prelactone B.Me3SiO4HO1 coHCO₂MeMe3SICINEt3Me SiOMe Sio23HCO₂MeDraw a curved arrow mechanism for the conversion of aldehyde 1 to silyl ether 2.Suggest reagents and conditions for the conversion of silyl ether 2 to alkene 3, provide acurved arrow mechanism for this transformation and explain briefly comment on anyissues of selectivity that arise.Suggest reagents and conditions for the conversion of alkene 3 to cyclopropane 4.

The objective of this question is to show the organic synthesis or conversion by using different…

) The sequence below depicts part of a total synthesis of 5-epi-prelactone B. Me3SiQ HO 1 H CO₂Me Me3SICI NEt3 Me SiQ Me3SiO 2 3 H CO₂Me Draw a curved arrow mechanism for the conversion of aldehyde 1 to sily

) The sequence below depicts part of a total synthesis of 5-epi-prelactone B. Me3SiQ HO 1 H CO₂Me Me3SICI NEt3 Me SiQ Me3SiO 2 3 H CO₂Me Draw a curved arrow mechanism for the conversion of aldehyde 1 to sily

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: 4. Propose an arrow-pushing mechanism for the following reaction: OH HBr Br CH;OH + H,0

Q: Draw a mechanism for the following ring-closing metathesis reaction.

A: Ring-closing metathesis reaction - Intramolecular metathesis of terminal akenes produces…

Q: Propose a synthetic route for completing the following reaction. Br ? HO OH + enantiomer

Q: Draw the structure of the organic product of the following transformation. [1] EtNH₂, DCC OH [2]…

Q: Draw the curly arrow reaction mechanism to show bonds being broken/formed. What is the function of…

A: The functional groups are key constituents of a molecule that provides a notable reaction to the…

Q: Redraw the structure and assign E or Z configuration to each double bond in the molecule. 2) Draw…

A: Stereiosmer dived into two parts one is conformation isomer and other is configurational isomer. If…

Q: Acid-catalyzed dehydration of B-hydroxy carbonyl compounds occurs by the mechanism discussed in…

A: The mechanism for the given reaction is given below

Q: Design a synthetic pathway for the following transformation. Provide the reagents and products for…

Q: On treatment with an acid catalyst, the naturally occuring terpenoid 4-ionone is transformed into…

A: We are required to show mechanism of formation of beta-Ionone

Q: You identified aldehydes or ketones by converting them into hydrazones. Which of the following…

Q: 18.) Intramolecular dehydration (H2SO4, 180°C) of 3-methyl-2,5-hexanediol will result in an organic…

A: The given reaction is example of elimination reaction in presence of acid. It proceeds via formation…

Q: The Claisen condensation converts two molecules of an ester into a B-keto ester. The reaction starts…

A: Base abstracts alpha proton of the ester to produce enolate. Enolate acts as a nucleophile which…

Q: 1. If 5-hydroxypentanoic acid (HOCH2CH2CH2CH2COOH) is treated with an acid catalyst, an…

A: Step 1: Carboxylic acids and alcohol in presence of acid undergoes esterification forming…

Q: What are the products A and B formed in the following reaction sequence: 03, CH₂fl₂ A LDA, Et ₂0 2)…

A: The above one is organic reaction sequence.

Q: 8. What is/are the product(s) upon hydrolysis of the following hemiacetal? Propose the mechanism to…

A: The final product formed is 5-hydroxypentan-2-one.

Q: IN O OCH2CH3 NH2

A: Hydrolysis are a class of reactions where water is used to break other Molecular bond.Hydrolysis can…

Q: Identify E and give a curly arrow mechanism for the synthesis of furan F from diketone E. E H* E +…

A: Step by step mechanism.

Q: An ether group is Ortho para activating Meta activating Ortho para deactivating…

A: Aromatic electrophilic substitution reaction: Benzene and other aromatic compound gives mainly…

Q: 3. Draw the arrow pushing mechanism for the reactions below: of 요 HO OH H*, CHINH, PPhs H+

Q: Complete the following reactions by providing the missing products and reagents A-G. OH H₂PO₂ C E…

A: Organic products can be interchanged into other products on undergoing reaction with certain…

Q: rovide an arrow pushing mechanism for the following reaction OH CH₂ HBr CH3CN (solvent) H₂C

A: An arrow always depicts from a region of high electron density to low electron density ; that is…

Q: Complete the road map problem shown below by drawing the product of each step of the reaction…

A: The boxes have to be filled

Q: Use the priority system to draw the structure of the following molecule:…

A: Given that :We have to draw the structure of the following molecule using the priority system…

Q: FC Acylation of anisole Please write a balanced reaction scheme of the unwanted side reaction that…

A: In fridl craft reactionAlCl3 acts as Lwis Acid.which makes a complex with anhydride. Or in presence…

Q: Draw the mechanism for the successive elimination reaction shown below. Br Br KOt-Bu/ t-BuOH (2 eq.)…

A: This is an example of E2 reaction

Q: CH3- -CH3 + H20 The addition of water to aldehydes and ketones occurs rapidly, although it is not…

A: “Since you have asked multiple question, we will solve the first question for you. If you want any…

Q: 5. Propose a mechanism for the following reaction used in the total synthesis of the natural…

Q: Drow the mechanism by arrow pushing Dafine Ar OFSTO ✓ 18OH 150H 150 °℃ HO CH₂ OH de Eq Eq.

A: We have to draw the arrow pushing mechanism for both of the reactions.

Q: redraw the following reaction mechanism with benzene instead of isoborneol. it's an oxidation…

A: It is an oxidation reaction where HOCl is the oxidizing agent, and it will oxidize the alcohol into…

Q: 1. НаNNH2, mild acid 2. КОН, Н20, heat 1. LDA 2. 3. Н,О, н* HCN KCN

A: Organic synthesis involves the process of preparation, isolation and characterization of organic…

Q: ОН HNO3 Experiment 32B

Q: بلدي بلدند Write the mechanism for the Claisen reaction. NaOCH3 HO

Q: Using a bond-line formula, draw the principal neutral organic product formed following appropriate…

A: answer attached below Explanation:Step 1: Step 2: Step 3: Step 4:

Q: 1. Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the…

A: 1. here, chloride carbon is tertiary that means 3° carbon,so reaction proceeds via SN1 pathway. 2.…

Q: Synthesize the compund (Amlodipine) via Hantzsch dihydropyridine synthesis

A: The answer with mechanism is as follows:

Q: Draw a full arrow pushing mechanism the acid-catalyzed keto-enol tautomerization below

Q: -Heptoanone may be synthesized from a nitrile shown below: Reagent List CN R1 Nitrile CH3CHCH₂CH3 A…

A: Ketones are the carbonyl compounds which contain a C-O double bond and carbonyl carbon is bonded…

Q: Propose an electron-pushing mechanism for the following reactions. 1. d-limonene + 2H2O H* OH OH la…

A: An arrow always depicts from a region of high electron density to low electron density ; that is…

Q: H2N NOBH3 (N, DCE

A: Detail mechanistic pathway is given below

Q: - + ELOK ác. acético DMF CH CH:ONa CHOH CH3 t-BUOK, A CH3 HạC Br CH3 MeOH CH3

A: Recall the conditions of nucleophilic substitution reaction wheather unimolecular or bimolecular.

Q: 1. Propose reagents to install and remove the following acetal protecting group:

A: Given is organic reaction. The given reaction used for protection of aldehyde group.Aldehyde reacts…

Q: 1. СО» 2. H20, н* `MgBr 1. LDA 2. 3. НаО, н* -N 1. LIAIH4 2. Нао

A: The mechanisms are

Q: lease don't provide handwriting solution

A: Alcohols is poor leaving groups to make it good leaving groups treated with SOCl2 to form the alkyl…

Question

100%

(b) The sequence below depicts part of a total synthesis of 5-epi-prelactone B.
Me3SiO
4
HO
1 co
H
CO₂Me
Me3SICI
NEt3
Me SiO
Me Sio
2
3
H
CO₂Me
Draw a curved arrow mechanism for the conversion of aldehyde 1 to silyl ether 2.
Suggest reagents and conditions for the conversion of silyl ether 2 to alkene 3, provide a
curved arrow mechanism for this transformation and explain briefly comment on any
issues of selectivity that arise.
Suggest reagents and conditions for the conversion of alkene 3 to cyclopropane 4.

Expert Solution

This question has been solved!

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

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1: Introduction

VIEW

Step 2: Reaction involved

VIEW

Step 3: Mechanism of action

VIEW

Step 4: Conversion of Silyl Ether 2 to Alkene 3:

VIEW

Step 5: Conversion of Alkene 3 to Cyclopropane 4:

VIEW

Solution

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 6 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

draw a curved arrow mechanism for the following acid-catalyzed isomerization reaction, draw three intermediate structures and provide curved arrows
b Draw the structure of the nucleophile needed for the synthesis involving formation of bond a: Br CH, Edit Drawing Draw the structure of a suitable electrophile/substrate needed for the synthesis involving formation of bond a: CH₂
How is compound 12 . synthesized?
the correct answer is 5-sulfanylhept-3-yn-2-one and N-ethyl-N,3-dimethylbutanamide respectively. why is your given answer wrong? please give explanation and recheck.
Draw the missing organic structures or select the missing reagents in the following multistep synthesis. Ignore any inorganic byproducts formed. 1. NaOCH2CH3 2. C6H5CH2Br (1 equiv) Select to Draw H3O+ heat Drawing
5. How would you prepare the following ketones/aldehydes using an acetoacetic or malonate synthesis? Give the starting materials. CH3 CHO H3CC OHC
Fill in the blanks: HNO3 H₂SO4 After nitration reaction, the nitro substituent in the product will be located on carbon number and carbon number 10 It's because the directing. group is
Complete the following retrosynthesis. A 1 B 2 C 3 ☑ 4 میں OH L 2 OH OH ? 3 "우 HO Your answer + CH3OH
Propose a mechanism for the lactone formation HO OH NEt3 pyridine (catalytique)
5. According to the pharmacopoeia, the diphenylamine reaction is an authenticity reaction to? A) Magnesium peroxide B) Sodium nitrite C) Sodium thiosulfate D) Hydrogen peroxide E) Potassium iodide
The following molecule is a newly developed drug as pain killers. a) Developasyntheticroutetoformthisdrugfromthefollowingprecursormolecule.Inaddition,you can use any other molecule with four or less than four carbon atoms.
Select the correct IUPAC name for the following organic substrate, including the R or S designation where appropriate, and draw the major organic product(s) for the Sy1 reaction. Include wedge-and-dash bonds and draw hydrogen on a stereocenter. OH ⓒ (R)-2-ethyl-2-pentanol 2-ethyl-2-pentanol 3-methyl-3-hexanol (S)-3-methyl-3-hexanol HB The IUPAC name for the substrate is: Incorrect >*