1. The total synthesis of Pironetin was accomplished using several steps we have learned this semester. Some steps are shown below. For each step of the synthesis, identify the functional group transformation that occurs, and provide reagents that will accomplish this transformation. Functional Group Transformation TBS он OR O OPМВ TBS OTs OR O OPMB (a) 1° Alcohol to Tosylate TBS TBS OTs OR O OPMB OR O OPMB (b) ÇH3 TBS TBS OR O OPMB OR ОРМB CH3 CH, TBS OR O OR (d) TBS OR O OR CH3 TBS OR O OH CH3 TBS OR TBS = CH3 ОMe ОН О PMB Pironetin OMe
1. The total synthesis of Pironetin was accomplished using several steps we have learned this semester. Some steps are shown below. For each step of the synthesis, identify the functional group transformation that occurs, and provide reagents that will accomplish this transformation. Functional Group Transformation TBS он OR O OPМВ TBS OTs OR O OPMB (a) 1° Alcohol to Tosylate TBS TBS OTs OR O OPMB OR O OPMB (b) ÇH3 TBS TBS OR O OPMB OR ОРМB CH3 CH, TBS OR O OR (d) TBS OR O OR CH3 TBS OR O OH CH3 TBS OR TBS = CH3 ОMe ОН О PMB Pironetin OMe
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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
Transcribed Image Text:1. The total synthesis of Pironetin was accomplished using several steps we have learned this
semester. Some steps are shown below. For each step of the synthesis, identify the functional
group transformation that occurs, and provide reagents that will accomplish this transformation.
Functional Group Transformation
TBS
он OR O ОРМВ
TBS
OTs OR O
ОРМB
(a)
1° Alcohol to Tosylate
TBS
TBS
OR O
OPMB
OTs OR O
ОРМВ
(b)
H
TBS
TBS
(c)
OR O
ОРМB
OR O
OPMB
CH3
CH3
(d)
TBS
TBS
OR O
OR
OR O
OR'
CH3
TBS
CH3
(e)
OR O
TBS
OR O
OH
TBS=
CH3
ОMe Oн О
PMB
OMe
Pironetin
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