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CHE 008B A01 SS1 2025 Lecture 3 - Epoxides
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Epoxides react with nucleophiles on the less substituted side in basic conditions. This will invert the stereochemistry at the reacting carbon and will not invert the stereochemistry at the non-reacting carbon. This is a SN2 mechanism.
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Topic context: Epoxides opened by nucleophiles under basic conditions follow a backside-type attack that resembles SN2 chemistry, with regioselectivity toward the less hindered carbon and characteristic stereochemical outcomes.
Option 1: 'less substituted' — The nucleophil......Login to view full explanationLog in for full answers
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