1. DMAP (cat.) THF, rt R. ОМОМ HO 2. Ai203, 60 °C R = (CH2)3OBN

Principles of Instrumental Analysis
7th Edition
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Chapter11: Atomic Mass Spectrometry
Section: Chapter Questions
Problem 11.3QAP
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Explain the mechanisms of the reactions
1.
DMAP (cat.)
THF, rt
R.
ОМОМ
Но
2. Ai2O3, 60 °C
R = (CH2)3OBN
%3D
Transcribed Image Text:1. DMAP (cat.) THF, rt R. ОМОМ Но 2. Ai2O3, 60 °C R = (CH2)3OBN %3D
1a. n-BuLi, THF, -78 °C
1b. Cul (0.5 eq)
1c. allyl bromide (0.5 eq)
-78 °C to rt
SPh
2a. MeOSO2F (neat)
2b. triturate with pentane
3. KOH (s) (4 eq), DMSO, RT
56%
Transcribed Image Text:1a. n-BuLi, THF, -78 °C 1b. Cul (0.5 eq) 1c. allyl bromide (0.5 eq) -78 °C to rt SPh 2a. MeOSO2F (neat) 2b. triturate with pentane 3. KOH (s) (4 eq), DMSO, RT 56%
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