OH SAMSO (0) 1 eq. Phli TMSCI py 1. LIAH 2. CH₂l 1. PhMgBr 2. H₂O NBuF (TBAF) NHA NBuF (TBAF) NHẬT

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
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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3. Predict the intermediate and final products of these reaction sequences:
1. LIAIH
2. CH₂l
1 eq. PhLi
OH
TMSCI, py
CH₂
H₂C-S-Cl
CH₂ N
OH
Take home message. When do you need the silyl protecting group?
1. PhMgBr
2. H₂O
4. Provide the reagent(s) necessary to accomplish the following transformations.
HO
MgBr
OH
+ enant.
HO
NBuF
(TBAF)
NHIỆ
NBuF
(TBAF)
NHIỆT
ноя
Transcribed Image Text:3. Predict the intermediate and final products of these reaction sequences: 1. LIAIH 2. CH₂l 1 eq. PhLi OH TMSCI, py CH₂ H₂C-S-Cl CH₂ N OH Take home message. When do you need the silyl protecting group? 1. PhMgBr 2. H₂O 4. Provide the reagent(s) necessary to accomplish the following transformations. HO MgBr OH + enant. HO NBuF (TBAF) NHIỆ NBuF (TBAF) NHIỆT ноя
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