(e) Chemists often use thioacetals, in which the oxygen atoms of acetals are replaced by sulfur atoms, as protecting groups. As sulfur is directly beneath oxygen in the periodic table, you should be able to show the hydrolysis of a thioacetal such as the one below. S H₂O (large excess) HOTS

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
Chapter19: Enolate Anions And Enamines
Section19.9: Crossed Enolate Reactions Using Lda
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(e) Chemists often use thioacetals, in which the oxygen atoms of acetals are replaced
by sulfur atoms, as protecting groups. As sulfur is directly beneath oxygen in the
periodic table, you should be able to show the hydrolysis of a thioacetal such as the
one below.
S
H₂O (large excess)
HOTS
Transcribed Image Text:(e) Chemists often use thioacetals, in which the oxygen atoms of acetals are replaced by sulfur atoms, as protecting groups. As sulfur is directly beneath oxygen in the periodic table, you should be able to show the hydrolysis of a thioacetal such as the one below. S H₂O (large excess) HOTS
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