ORGANIC CHEMISRTY(LL)W/CONNECT
ORGANIC CHEMISRTY(LL)W/CONNECT
5th Edition
ISBN: 9781260100228
Author: SMITH
Publisher: MCG
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Chapter 31, Problem 31.31P
Interpretation Introduction

Interpretation: The stepwise mechanism for the formation of flexibilene from diphosphate and isopentenyl diphosphate is to be drawn. The unusual about the cyclization that forms 15-membered ring of flexibilene is to be stated.

Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing functional group such as carbonyl groups. Monoterpenes contain two isoprene units, sesquiterpene contain three isoprene units etc. Terpenes and terpenoids can be biologically synthesized from dimethylallyl diphosphate and isopentenyl diphosphate.

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Flexibilene is a terpene isolated from Sinularia exibilis, a soft coral found in the Indian Ocean. Draw a stepwise mechanism for the formation of exibilene from farnesyl diphosphate and isopentenyl diphosphate. What is unusualabout the cyclization that forms the 15-membered ring of exibilene?
Flexibilene is a terpene isolated from Sinularia flexibilis, a soft coralfound in the Indian Ocean. Draw a stepwise mechanism for the formationof flexibilene from farnesyl diphosphate and isopentenyl diphosphate.What is unusual about the cyclization that forms the 15-membered ringof flexibilene?
The biosynthesis of lanosterol from squalene has intrigued chemists since its discovery. It is now possible, for example, to synthesize polycyclic compounds from acyclic or monocyclic precursors by reactions that form several C—C bonds in a single reaction mixture. a. Draw a stepwise mechanism for the following reaction.b. Show how X can be converted to 16,17-dehydroprogesterone.

Chapter 31 Solutions

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