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3/25/2019 General principles and important methods in organic synthesis - Chemistry Revision Site

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EX AMS HOME BLOG FORMULA BOOKLET REVI SI ON

Chemistry Revision Site

Before we begin you need to know some key terms:

Retrosynthetic analysis
Strategy
Controls; Chemoselectivity, Regioselectivity, Stereoselectivity
Target Molecule (TM)
Disconnection
Synthons
Synthetic Equivalents
Functional Group Interconversion (FGI)
If you do not know what any of these terms actually mean, CLICK HERE to look them up now!

Controls:
Chemoselectivity
Which functional groups react when there are multiple functional groups in a molecule
Example: The selective reduction of a ketone in the presence of an ester using sodium borohydride

Regioselectivity
Where will it react when there are di erent positions
Example: The regioselective bromination of an aromatic amide

Stereoselectivity
The spatial arrangement of the product molecule
Example: Aldol reaction between benzaldehyde and its enolate

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3/25/2019 General principles and important methods in organic synthesis - Chemistry Revision Site

Latent Polarity
Start with the most electronegative element in the molecule and assign a negative dipole,
then alternate dipole polarities across the carbon backbone. The sign in dipole suggests the
synthon ionic charge when breaking the carbon carbon bond.

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