CH3 CH3 (d) || TBS OR TBS OR O OR' OR CH3 TBS OR O OH CH3 TBS OR O TBS

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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question

Need help on part D and E only 

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
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
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Nomenclature of Organic Compounds
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY