) The sequence below depicts part of a total synthesis of 5-epi-prelactone B. Me3SiQ HO 1 H CO₂Me Me3SICI NEt3 Me SiQ Me3SiO 2 3 H CO₂Me Draw a curved arrow mechanism for the conversion of aldehyde 1 to sily

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
Question
100%
(b) The sequence below depicts part of a total synthesis of 5-epi-prelactone B.
Me3SiO
4
HO
1 co
H
CO₂Me
Me3SICI
NEt3
Me SiO
Me Sio
2
3
H
CO₂Me
Draw a curved arrow mechanism for the conversion of aldehyde 1 to silyl ether 2.
Suggest reagents and conditions for the conversion of silyl ether 2 to alkene 3, provide a
curved arrow mechanism for this transformation and explain briefly comment on any
issues of selectivity that arise.
Suggest reagents and conditions for the conversion of alkene 3 to cyclopropane 4.
Transcribed Image Text:(b) The sequence below depicts part of a total synthesis of 5-epi-prelactone B. Me3SiO 4 HO 1 co H CO₂Me Me3SICI NEt3 Me SiO Me Sio 2 3 H CO₂Me Draw a curved arrow mechanism for the conversion of aldehyde 1 to silyl ether 2. Suggest reagents and conditions for the conversion of silyl ether 2 to alkene 3, provide a curved arrow mechanism for this transformation and explain briefly comment on any issues of selectivity that arise. Suggest reagents and conditions for the conversion of alkene 3 to cyclopropane 4.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 6 steps with 1 images

Blurred answer
Knowledge Booster
Ammonium Salts
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
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