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Organic Chemistry 2

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Darzens Condensation Mechanism

ORGO2-NWOOXU

Epoxides can be produced through treatment of α-chloroesters with strong base at low temperature followed by addition of a ketone or aldehyde. This reaction is known as the Darzens condensation.

Which is the most mechanistically reasonable pathway for the reaction depicted below?

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A

Created for Albert.io. Copyright 2016. All rights reserved.

B

Created for Albert.io. Copyright 2016. All rights reserved.

C

Created for Albert.io. Copyright 2016. All rights reserved.

D

Created for Albert.io. Copyright 2016. All rights reserved.