Complete the following reaction sequence from the synthesis of otteliones A and B (Org. Lett. 2003, 5, 3903) by supplying the missing reagents. OH OH OAc -OMe -OMe OMe TBSO TBSO TBSO HO. HO a b HO HO H H OAC OMe TBSO How can you ensure that in step b, only the hydroxyl group shown is esterified?

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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.26P: Acid-catalyzed hydrolysis of the following epoxide gives a trans diol. Of the two possible trans...
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Complete the following reaction sequence from the synthesis of otteliones A and
B (Org. Lett. 2003, 5, 3903) by supplying the missing reagents.
OH
OH
OAc
-OMe
-OMe
OMe
TBSO
TBSO
H
TBSO
Но-
HO
a
b
HO
HO
H
OAC
OMe
TBSO
How can you ensure that in step b, only the hydroxyl group shown is esterified?
Transcribed Image Text:Complete the following reaction sequence from the synthesis of otteliones A and B (Org. Lett. 2003, 5, 3903) by supplying the missing reagents. OH OH OAc -OMe -OMe OMe TBSO TBSO H TBSO Но- HO a b HO HO H OAC OMe TBSO How can you ensure that in step b, only the hydroxyl group shown is esterified?
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