Q4. Stabilized enolates and their surrogates. (a) Complete the following FOUR reaction schemes by drawing structures for the relevant stabilized enol, enolate or surrogate intermediates (A to D), and for the eventual organic products (E to H). (i) (ii) (iii) EtO Me SiCI, Et N NaOEt EtOH HCO₂Et, NaOEt EtOH A B C MeBr, TiCl 1. NaH 2. Mel 1. NaH 2. RBr E F

Q4. Stabilized enolates and their surrogates. (a) Complete the following FOUR reaction schemes by drawing structures for the relevant stabilized enol, enolate or surrogate intermediates (A to D), and for the eventual organic products (E to H). (i) (ii) (iii) EtO Me SiCI, Et N NaOEt EtOH HCO₂Et, NaOEt EtOH A B C MeBr, TiCl 1. NaH 2. Mel 1. NaH 2. RBr E F

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...

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Question

Q4. Stabilized enolates and their surrogates.
(a) Complete the following FOUR reaction schemes by drawing structures for the relevant
stabilized enol, enolate or surrogate intermediates (A to D), and for the eventual organic
products (E to H).
(i)
(ii)
(iii)
(iv)
EtO
CHO
Me,SICI, Et N
NaOEt
EtOH
HCO₂Et, NaOEt
EtOH
(i) t-BuNH,
molecular sieves
(ii) LDA
A
B
C
D
MeBr, TICI
1. NaH
2. Mel
1. NaH
2. RBr
1. Me,SICI
2. RCHO, CsF
E
F
G
H

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