ORGANIC CHEMISTRY 3E WPNGC LL SET 1S 
ORGANIC CHEMISTRY 3E WPNGC LL SET 1S 
3rd Edition
ISBN: 9781119815792
Author: Klein
Publisher: WILEY
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Chapter 23, Problem 55PP
Interpretation Introduction

Interpretation:

The structure for the product obtained when given compound is treated with excess t-BuLi, excess ZnCl2, excess 4- iodotoluene, Pd(PPh3)4 should be identified.

Concept Introduction:

Preparation of organolithium: They are prepared by reaction of organohalide in presence of two equivalents of Li.

Preparation of organozinc: They are prepared by reaction of alkyl halide with zinc which results in insertion of zinc into C-halide bond in the alkyl halide

Negishi reaction: It describes how the product obtained when organometallic compound containing Zn,AlorZr is coupled with organic electrophile in presence of palladium or nickel catalyst.

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3. SYNTHESIS. Propose a sequence of synthetic steps (FGI) that convert the starting material (SM) into the Target molecule. For each FGI in your proposed synthesis, specify the reagents / conditions, and draw the product(s) of that FGI. DO NOT INCLUDE the FGI mxn in the answer you submit. If an FGI requires two reagent sets, specify the order in which the reagent sets are added, e.g., i) Hg(OAc)2 / H₂O; ii) NaBH4/MeOH. Indicate the stereochemistry (if any) of the products of each FGI. FGI 1. Me Starting Material Source of all carbons in the Target molecule (can use multiple copies) Me Me Target molecule + enantiomer
curved arrows are used to illustate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction mechanism steps

Chapter 23 Solutions

ORGANIC CHEMISTRY 3E WPNGC LL SET 1S 

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