The following sequence of reactions was employed during synthetic studies on reidispongiolide A, a cytotoxic marine natural product (Tetrahedron Lett. 2009, 50, 5012-5014). Draw the structures of compounds A, B, C, and D. 13.71a1 Ph Ph Ph 1) CH₂=CHMgBr 1) NaH A 2 HO 2) CH₂I B cat. Oso NMO C + D Modify the provided structure of the starting material to draw the structure of compound A.

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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.47P
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The following sequence of reactions was employed during synthetic studies on reidispongiolide A, a cytotoxic marine natural
product (Tetrahedron Lett. 2009, 50, 5012-5014). Draw the structures of compounds A, B, C, and D.
13.71a1
Ph
Ph 1) CH₂=CHMgBr
Ph_ 2) HO
A
Edit Drawing
1) NaH
2) CH₂
B
cat. Oso
NMO
C+D
Modify the provided structure of the starting material to draw the structure of compound A.
Transcribed Image Text:The following sequence of reactions was employed during synthetic studies on reidispongiolide A, a cytotoxic marine natural product (Tetrahedron Lett. 2009, 50, 5012-5014). Draw the structures of compounds A, B, C, and D. 13.71a1 Ph Ph 1) CH₂=CHMgBr Ph_ 2) HO A Edit Drawing 1) NaH 2) CH₂ B cat. Oso NMO C+D Modify the provided structure of the starting material to draw the structure of compound A.
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