D. I Propose a stepwise mechanism to account for the following reaction. Hint: The CsF is a nucleophile that attacks silicon to form a highly reactive neutral intermediate and also a base that can remove an acidic proton from the methyl acetoacetate. The first step will produce two intermediates: a neutral one and an enolate. A six step mechanism is sufficient. You may assume that water is added at the end. CsF (> 2 equiv) + Me,Si-F Si OMe + CSOSO,CF3 oso,CF3 MeO

D. I Propose a stepwise mechanism to account for the following reaction. Hint: The CsF is a nucleophile that attacks silicon to form a highly reactive neutral intermediate and also a base that can remove an acidic proton from the methyl acetoacetate. The first step will produce two intermediates: a neutral one and an enolate. A six step mechanism is sufficient. You may assume that water is added at the end. CsF (> 2 equiv) + Me,Si-F Si OMe + CSOSO,CF3 oso,CF3 MeO

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter17: Carboxylic Acids

Section: Chapter Questions

Problem 17.53P

See similar textbooks

Similar questions

Like other strong nucleophiles, triphenylphosphine attacks and opens epoxides. Theinitial product (a betaine) quickly cyclizes to an oxaphosphetane that collapses to analkene and triphenylphosphine oxide.(a) Show each step in the reaction of trans-2,3-epoxybutane with triphenylphosphine togive but-2-ene. What is the stereochemistry of the double bond in the product?(b) Show how this sequence might be used to convert cis-cyclooctene to trans-cyclooctene
Like other strong nucleophiles, triphenylphosphine attacks and opens epoxides. Theinitial product (a betaine) quickly cyclizes to an oxaphosphetane that collapses to analkene and triphenylphosphine oxide.(a) Show each step in the reaction of trans-2,3-epoxybutane with triphenylphosphine togive but-2-ene. What is the stereochemistry of the double bond in the product?
A student in Ochem proposed the following synthesis. Explain the problem with this approach and provide the necessary reagents to convert halohydrin A to alkene B (more than one step is required) in addition provide the product after each step. Provide the mechanism and expected actual final product from the reaction of halohydrin A with LDA
Which sequence of reactions will convert benzene to 3-chloroaniline in a reasonable yield? (Hint: a nitro group can be reduced to an amine group)
Provide a detailed mechanism for the following (Hint:halohydrin reaction). Use arrows to show electron flow and show intermediates.
Propose a curly arrow mechanism that explains the formation of B from A under the given conditions. Identify the missing product D that forms via the reaction of enone B with dimethyl malonate (C) and provide a mechanism. What are the names of the reactions giving products B and D, respectively? Please answer fast i give upvote
The following compound undergoes Benzilic Acid Rearrangementto yield ahydroxyacid salt. Proposea mechanism for the reaction, writethe major product,and provide an explanation as tothe preference of migration of one R group over the other.
Provide the mechansim using curved arrows of the reaction of p-t-butyl phenol treated with acetic anhydride in AlCl3. Include resonance stabilized intermediates and if more than one product is formed, label them as major, minor, etc. thank you for the help
Please provide the major product via an SN2 mechanism. The formula of the final product is C5H11N..
Propose a detailed mechanism for the transformations presented. represent the Intermediate structure A.
Propose a reasonable mechanism for the following reactions
Supply the missing reagent in the following reaction: (see attachment) A. Lindlar, H2, mCPBA B. O3 or KMnO4 C. fused KOH D. NH3 E. NaNH2