3. Stereochemistry. Give the structure of the major product formed for each of the following reactions. Provide an explanation for your choice of stereochemistry. OTMS a. 1. BnO дома 160 °C (sealed tube) b. Me -Me 2. HF, CH3CN, rt 3. PDC, 4 Å mol. sieves, CH2Cl2 180 °C B toluene (sealed tube) 70% a. LIN(TMS)2, TMSCI LOSEM THF,-100 °C b. warm to rt C c. 5% aq HCI workup 71% Et SEM CH2CH2SiMe3 A 97%

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
Stereochemistry. Give the structure of the major product formed for each of the following reactions. Provide an explanation for your choice of
160 C(sealedtube)
2.HF,CH3CN.n
stereochemistry. a.
->
A 97% HF, CH, CN, rt PDC, 4A mol. sieves, CH2Cl2 A97% ic. a. LiN(TMS), TMSCI THF
, -100°C b. warm to rt c. 5% aq HCl workup C 71%
3. Stereochemistry. Give the structure of the major product formed for each of the
following reactions. Provide an explanation for your choice of stereochemistry.
a.
1.
OTMS
BnO
CO₂Me
160 °C (sealed tube)
Me
b.
-Me
2. HF, CH3CN, rt
3. PDC, 4 Å mol. sieves, CH2Cl2
180 °C
B
toluene
(sealed tube)
70%
C.
a. LiN(TMS)2, TMSCI
LOSEM
THF,-100 °C
b. warm to rt
с
c. 5% aq HCI workup
71%
Et
SEM CH2CH2SiMe3
A
97%
Transcribed Image Text:Stereochemistry. Give the structure of the major product formed for each of the following reactions. Provide an explanation for your choice of 160 C(sealedtube) 2.HF,CH3CN.n stereochemistry. a. -> A 97% HF, CH, CN, rt PDC, 4A mol. sieves, CH2Cl2 A97% ic. a. LiN(TMS), TMSCI THF , -100°C b. warm to rt c. 5% aq HCl workup C 71% 3. Stereochemistry. Give the structure of the major product formed for each of the following reactions. Provide an explanation for your choice of stereochemistry. a. 1. OTMS BnO CO₂Me 160 °C (sealed tube) Me b. -Me 2. HF, CH3CN, rt 3. PDC, 4 Å mol. sieves, CH2Cl2 180 °C B toluene (sealed tube) 70% C. a. LiN(TMS)2, TMSCI LOSEM THF,-100 °C b. warm to rt с c. 5% aq HCI workup 71% Et SEM CH2CH2SiMe3 A 97%
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 4 steps with 3 images

Blurred answer
Knowledge Booster
Reactive Intermediates
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.
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