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key features of radicals in synthesis
the concentration of radical must be kept incredibly low or the dimerisation termination reaction will dominate
not the considerations about radical vs ionic reactions and remember that radicals are really not analogous to carbocations and will not undergo rearrangement

Radical reactions using Bu3SnH

A more schematic way of representing the chain reaction

Comparison of the rates of R-X radical reactions and some common initiators like AIBN

A note on drawing curly arrows by convention
Homolysis requires all the arrows to be drawn out

Dehalogenation and deoxygenation using radicals

Barton-McCombie mechanism to from xanthate

Deoxygenation example and deamination

Deamination mechanism

Deamination propagating mechanism and Desulfurisation/deselenation

Decarboxylation

The Barton decarboxylation
