Provide a synthetic route to the target molecule A1 using BOTH the starting materials given. More than one step will be necessary, and you should include reagents and conditions for each step. You should employ at least one reaction that uses organosilicon chemistry, at least one reaction that uses organophosphorus chemistry, at least one reaction that involves organosulfur chemistry and at least one reaction that uses an organolithium reagent. In addition to the starting materials shown below you may use any commonly available commercial reagents. draw curved arrow mechanisms for your synthesis. include a detailed discussion of any issues of chemo-, regio- or stereoselectivity that occur.

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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.63P
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Provide a synthetic route to the target molecule A1 using BOTH the starting materials given.
More than one step will be necessary, and you should include reagents and conditions for each step.
You should employ at least one reaction that uses organosilicon chemistry, at least one reaction that
uses organophosphorus chemistry, at least one reaction that involves organosulfur chemistry and at
least one reaction that uses an organolithium reagent. In addition to the starting materials shown
below you may use any commonly available commercial reagents.
draw
curved arrow mechanisms for your synthesis.
include a detailed discussion
of any issues of chemo-, regio- or stereoselectivity that occur.
OH
starting material I
НО.
OH
starting material II
OH
target molecule A1
Transcribed Image Text:Provide a synthetic route to the target molecule A1 using BOTH the starting materials given. More than one step will be necessary, and you should include reagents and conditions for each step. You should employ at least one reaction that uses organosilicon chemistry, at least one reaction that uses organophosphorus chemistry, at least one reaction that involves organosulfur chemistry and at least one reaction that uses an organolithium reagent. In addition to the starting materials shown below you may use any commonly available commercial reagents. draw curved arrow mechanisms for your synthesis. include a detailed discussion of any issues of chemo-, regio- or stereoselectivity that occur. OH starting material I НО. OH starting material II OH target molecule A1
Provide retrosynthetic analysis on the following target molecules A1 and A2, clearly
showing any disconnections, functional group interconversions and synthons that
you are using. You should also propose suitable forward syntheses, suggesting
suitable reagents and commenting on any issues of selectivity. It is expected that
satisfactory proposals for the synthesis of each target will require at least three
synthetic steps. Racemic products are acceptable where relevant.
કમર
A1
MeO.
HO₂C
HO₂C
OMe
'CONMe2
A2
Transcribed Image Text:Provide retrosynthetic analysis on the following target molecules A1 and A2, clearly showing any disconnections, functional group interconversions and synthons that you are using. You should also propose suitable forward syntheses, suggesting suitable reagents and commenting on any issues of selectivity. It is expected that satisfactory proposals for the synthesis of each target will require at least three synthetic steps. Racemic products are acceptable where relevant. કમર A1 MeO. HO₂C HO₂C OMe 'CONMe2 A2
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