Me Cl,C- Me Pyridine, CH,Ch, rt, 30 min, 45% (9), 46% (10) or pyridine, Me Me Cн-Cl- 78 "C lo n, 21 h, 93% (9) Me CI Cl,C 10 NaHCO, MeOн, Meo Me LIAIH4. E,O, reflux, 1 h, 98% o'C to rt, 20 min Me 11 BF;-E-O, MgSO,. EĻO, 0 °C, 20 min, 85% (over two steps), dr = 5:2 но- Me он (1:2,6-epi-1) or BF3EtzO, M9SO4, Et,0, - 78 °C, 20 min, 79% (over Me но HO, two steps), dr = 4:1 (1:2,6-epi-1) 3 2

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Draw the reaction mechanism from 9 into 11 and 11 into 3.

Ме
CląC-
Me
Pyridine, CH,C2, rt, 30 min,
45% (9), 46% (10) or pyridine,
CH;Clz, - 78 °C to rt, 21 h, 93% (9)
Me
Me
8
Me
Cl,C-
CI
CI,C
10
NaHCO, MеOн,
reflux, 1 h, 98%
Meo-
Me
LIAIH4, Et,0,
O°C to rt, 20 min
Ме
11
BF3-Et,0, M9SO4, Et,0, 0 °C, 20
min, 85% (over two steps), dr = 5:2
но-
Me
он
(1:2,6-epi-1) or BF3-Et,O, M9SO4.
Et,0, - 78 °C, 20 min, 79% (over
Me
HO
OH
HO.
two steps), dr = 4:1 (1:2,6-epi-1)
3
2
9,
Transcribed Image Text:Ме CląC- Me Pyridine, CH,C2, rt, 30 min, 45% (9), 46% (10) or pyridine, CH;Clz, - 78 °C to rt, 21 h, 93% (9) Me Me 8 Me Cl,C- CI CI,C 10 NaHCO, MеOн, reflux, 1 h, 98% Meo- Me LIAIH4, Et,0, O°C to rt, 20 min Ме 11 BF3-Et,0, M9SO4, Et,0, 0 °C, 20 min, 85% (over two steps), dr = 5:2 но- Me он (1:2,6-epi-1) or BF3-Et,O, M9SO4. Et,0, - 78 °C, 20 min, 79% (over Me HO OH HO. two steps), dr = 4:1 (1:2,6-epi-1) 3 2 9,
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