(МеO);CH CSA, CH,Cl2 DIBAH, -78 °C 30 min (1) 1 equiv. NaH THF, 0 °C HO, A rt, 24 h 0°C, 10 min Br (2) 1 st gen. Grubbs cat. H2, Pd/C D (C16H2806) E CH,Cl2, 40 °C, 2 h ELOH, rt, 12 h (1) 2 equiv. NaH THF, 0 °C 6 M HCI F G (C12H2604) THE rt,1 h (2) 1 equiv. Br Br Cyclization
(МеO);CH CSA, CH,Cl2 DIBAH, -78 °C 30 min (1) 1 equiv. NaH THF, 0 °C HO, A rt, 24 h 0°C, 10 min Br (2) 1 st gen. Grubbs cat. H2, Pd/C D (C16H2806) E CH,Cl2, 40 °C, 2 h ELOH, rt, 12 h (1) 2 equiv. NaH THF, 0 °C 6 M HCI F G (C12H2604) THE rt,1 h (2) 1 equiv. Br Br Cyclization
Chemistry for Engineering Students
4th Edition
ISBN:9781337398909
Author:Lawrence S. Brown, Tom Holme
Publisher:Lawrence S. Brown, Tom Holme
Chapter10: Entropy And The Second Law Of Thermodynamics
Section: Chapter Questions
Problem 10.72PAE
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Draw A to G structure.

Transcribed Image Text:(МеO),CH
CSA, CH,Cl2
(1) 1 equiv. NaH
THF, 0 °C
DIBAH, -78 °C
HO.
30 min
B
A
0°C, 10 min
rt, 24 h
(2)
Br
1 st gen. Grubbs cat.
H2, Pd/C
D (C16H2806)
E
CH2CI2, 40 °C, 2h
ELOH, rt, 12 h
(1) 2 equiv. NaH
THF, 0 °C
6 M HCI
G (C12H2604)
THE
rt,1 h
(2) 1 equiv.
Br
Br
Cyclization
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