Write the reagents/mechanisms/products of the following reactions. .COPH Weak base PHCHO (S)-proline сно (a) Ph Ét PHNH2 Ph SiMe,Ph Lewis acid heat Bu + PHCHO (b) Phсно low temp SnBu3 Me ? (c) iBu IBu tBu

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter24: Amines And Heterocycles
Section24.6: Synthesis Of Amines
Problem 9P
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Write the reagents/mechanisms/products of the following reactions.
.COPH
Weak base
Phсно
(S)-proline
CHO
(a)
Ph
Ét
PHNH2
Ph
SiMe,Ph
Lewis acid
heat
+ PHCHO
(b)
Phсно
Bu
low temp
SnBu3
CO,Me
Me
(c)
tBu
iBu
tBu
CO,Me
H ÇO,Me
(a) PhMgCI
(d)
Me
(b) water
(S)-proline
(cat.)
TBSO
но
(e)
TBSO
OTBS
ÓTBS
DMF, rt
он
Transcribed Image Text:Write the reagents/mechanisms/products of the following reactions. .COPH Weak base Phсно (S)-proline CHO (a) Ph Ét PHNH2 Ph SiMe,Ph Lewis acid heat + PHCHO (b) Phсно Bu low temp SnBu3 CO,Me Me (c) tBu iBu tBu CO,Me H ÇO,Me (a) PhMgCI (d) Me (b) water (S)-proline (cat.) TBSO но (e) TBSO OTBS ÓTBS DMF, rt он
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