Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 18, Problem 18.54P
Interpretation Introduction

Interpretation:

The way by which the given synthesis is being accomplished has to be shown and explanation for the stereoselective synthesis of 10-trans-12-cis isomer.

Concept introduction:

Wittig Reaction: It is an organic reaction where an aldehyde or a ketone gets converted to an alkene by replacing carbonyl group by a C=C bond. A phosphorous ylide is used for this conversion. It is a neutral molecule where a positively charged phosphorous is attached to a negatively charged carbon atom.

Organic Chemistry, Chapter 18, Problem 18.54P

Non-stabilized ylide (having electron donating group on negatively charged carbon) gives Z-isomer whereas stabilized ylide (having electron withdrawing group on negatively charged carbon) gives E-isomer.

Non–stabilized ylide (having electron donating group on negatively charged carbon) gives Z–isomer whereas stabilized ylide (having electron withdrawing group on negatively charged carbon) gives E–isomer.

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Chapter 18 Solutions

Organic Chemistry

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