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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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
Transcribed Image Text:Decytospolides A and Bare fungal natural products that are toxic to some cancer cells, In a synthesis of these natural products.
compound 3 was prepared via the reaction between an epoxide (compound 2) and a Grignard reagent (Tetrahedron: Asymmetry 2015.
26, 296-303). Draw the structure of 2, and provide a complete mechanism for the conversion of 1 to 3.
OBn
OBn
NaH
TeO
2) H0
Bn
Decytonpolide A R-H)
Decytospolide R- COCH)
13.25 a
13,25 d
Incorrect.
Add curved arrow(s) to draw step 1 of the mechanism for the conversion of compound 2 to compound 3 (note that the Grignard
reagent is represented as a carbanion). Modify the given drawing of the product as needed to show the intermediate that is
formed in this step.
Edit Drawing
Hint
Expert Solution
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