ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
4th Edition
ISBN: 9781119761105
Author: Klein
Publisher: WILEY
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Chapter 13, Problem 80CP
Interpretation Introduction

Interpretation: The mechanism for the given reaction needs to be provided.

Concept Introduction: In the acid-catalyzed ring-opening of an epoxide with water, first proton transfer takes place and then nucleophilic attack takes place via an SN2 mechanism. In the end, proton transfer step takes place that removes the charge formed after the attack of the neutral nucleophile.

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1 Please provide an efficient synthesis of the product below from the starting material. Use the starting material as the ONLY source of carbon atoms. Show the synthesis of each compound that would be used in the overall synthesis of the product. [This synthesis uses alkyne and alcohol chemistry.]
10- 4000 20 20 30- %Reflectance 60 50- 09 60- 40- Date: Thu Feb 06 17:30:02 2025 (GMT-05:0(UnknownP Scans: 8 Resolution: 2.000 70 70 88 80 3500 3000 2500 90 100 00 Wavenumbers (cm-1) 2000 1500 2983.10 2359.13 1602.52 1584.22 1451.19 1391.87 1367.07 1314.37 1174.34 1070.13 1027.33 1714.16 1269.47 1000 1106.08 1001.14 937.02 873.60 850.20 780.22 686.91 674.38 643.09 617.98 02/06/25 16:38:20
d. Draw arrow-pushing mechanism for an enzymatic retro-aldol reaction of the following hexose. Use B: and/or HA as needed. OH OH سية HO OH OH
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