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Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Question
Propose a synthesis of the cyclic five-membered target molecule shown below using propanal A as you only starting material. You may use any reagents of your choosing, but all of the carbon atoms in the
final product MUST come from propanal A. Show all intermediates and reagents for each transformation (do not worry about the solvents). Hint: by counting the number of carbon in the product, we would need three molecules of propanal A.

Transcribed Image Text:H.
A
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- Propose an efficient synthesis for the given transformation. This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A B E 1) &: 2) 1)A :2) Mg H2, Lindlar's cat. NaH F G H. J 1) MeMgBr; 2) H30* Na, NH3 (1) МСРВА 1) EtMgBr; 2) HBr (xs), heat (RCO3H) H3O+ K L M N dilute H2SÓ4 SOCI2, pyridine 1) BH3-THF; 2) H2O2, NaOH DMP or PCC EtBrarrow_forwardwhat reagents would it be?arrow_forwardPropose an efficient synthesis for the given transformation. This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as “EBF"). If there is more than one correct solution, provide just one answer. A B D E 1):2) 1) Å :2) ; 2) Mg H2, Lindlar's cat. NaH F G H 1) MeMgBr; 2) H30* Na, NH3 (I) МСРВА 1) EtMgBr; 2) HBr (xs), heat (RCO3H) K M N dilute H2SO4 DMP or PCC SOCI2, pyridine EtBr 1) BH3-THF; 2) H2O2. NaOHarrow_forward
- Show the mechanism of the following reactions using curved arrows.arrow_forward1. Show how you would synthesize the following molecule from the given starting material. More than one step is necessary for this synthesis. You should show the retrosynthesis and the forward synthesis. You do not need to show a mechanism ?arrow_forwardDraw a detailed reaction mechanism for the following transformation: NaOH To obtain the complete score you must clearly indicate all the intermediaries and the correct movement of electrons.arrow_forward
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