Question

10) (21 Pts) Propose an arrow pushing mechanism for the following transformation. The first step is a base-mediated aldol reaction that provides the middle intermediate. Upon further reaction with base, the middle intermediate is then uniquely positioned to proceed through a pericyclic reaction known as the "Oxy-Cope Reaction." You do not need to show all proton transfer curved arrows; ie, "H" or "-H" is fine.

Name: 10) (21 Pts) Propose an arrow pushing mechanism for the following transformation. The first step is a base-mediated aldol reaction that provides the middle intermediate. Upon further reaction with base, the middle intermediate is then uniquely positioned to proceed through a pericyclic reaction known as the "Oxy-Cope Reaction." You do not need to show all proton transfer curved arrows; ie, "H" or "-H" is fine.
Uploaded: 2022-03-20T06:11:56-08:00
Duration: 3 min 48 s
Channel: Pahal S

          10) (21 Pts) Propose an arrow pushing mechanism for the following transformation. The first step is a base-mediated aldol reaction that provides the middle intermediate. Upon further reaction with base, the middle intermediate is then uniquely positioned to proceed through a pericyclic reaction known as the "Oxy-Cope Reaction." You do not need to show all proton transfer curved arrows; ie, "H" or "-H" is fine.

10) (21 Pts) Propose an arrow pushing mechanism for the following transformation. The first step is a base-mediated aldol reaction that provides the middle intermediate. Upon further reaction with base, the middle intermediate is then uniquely positioned to proceed through a pericyclic reaction known as the "Oxy-Cope Reaction." You do not need to show all proton transfer curved arrows; ie, "H" or "-H" is fine.

Added by Robert H.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Pahal S

03/20/2022

Step 1

The base will deprotonate the alpha carbon of the aldehyde, forming an enolate. The enolate will then attack the carbonyl group of the ketone, forming a new carbon-carbon bond. Show more…

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10) (21 Pts) Propose an arrow pushing mechanism for the following transformation. The first step is a base-mediated aldol reaction that provides the middle intermediate. Upon further reaction with base, the middle intermediate is then uniquely positioned to proceed through a pericyclic reaction known as the "Oxy-Cope Reaction." You do not need to show all proton transfer curved arrows; ie, "H" or "-H*" is fine. NaOH + 25 °C NaOH 25 °C