(20) ②0 Which one of the following aldehydes in excess could participate in an efficient Crossed-Aldol Condensation with propanal? 0 2) b) da se d) e) R ? 4b).
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- (19, 5) Draw structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol or enone below. You do not have to consider stereochemistry. Draw the enolate ion in its carbanion form. Draw one structure per sketcher.One step in a recent short synthesis of a prostaglandin involves the conversion of succinaldehyde to the bicyclic hemiacetal X. Draw a stepwise mechanism for this process. (Hint: The mechanism begins with an intermolecular aldol reaction.)From the given structures which is(a) an acid halide? (b) a secondary amide (c) an aldehyde incapable of self-aldol consensation?
- The first steps in the synthesis of azelnidipine, a calcium channel blocker, involves the reaction of β-keto ester A with aldehyde B in the presence of base. What crossed aldol product is formed in this reaction?Illustrate how a directed aldol reaction was used in the synthesis ofperiplanone B, the sex pheromone of the female American cockroach ?One step in a recent short synthesis of a prostaglandin (Section 19.5) involves the conversion of succinaldehyde to the bicyclic hemiacetal X. Draw a stepwise mechanism for this process. (Hint: The mechanism begins with an intermolecular aldol reaction.)
- D.6 . propose a retrosynthesis and forward synthesis of this molecule...A key step in the synthesis of donepezil is a directed aldol reaction that forms α,β- unsaturated carbonyl compound X. What carbonyl starting materials are needed to prepare X using a directed aldol reaction? What reagents are needed to convert X to donepezil?Zingerone, a spicy-sweet component of cooked ginger, can be converted to its protected TBDMS ether A. How can A be converted to gingerol, a compound present in fresh ginger, using a directed aldol reaction as a key step?
- 2-Pentylcinnamaldehyde, commonly called flosal, is a perfume ingredient with a jasmine-like odor. Flosal is an α,β-unsaturated aldehyde made by a crossed aldol reaction between benzaldehyde (C6H5CHO) and heptanal (CH3CH2CH2CH2CH2CH2CHO), followed by dehydration. Draw a stepwise mechanism for the following reaction that prepares flosal.Draw a mechanism of the reduction of 188Re-perrhenate (Re(VII)) to Re(V) by using SnCl2.In the electrophilic aromatic substitution reaction of acetanilide with bromine, is an intermediate resonance stabilized carbocation formed? Why or why not? Bromine is dissolved in glacial acetic acid. Thank you!
