1a. To make a 1,2-difunctionalized compound: (May be more than one answer ) alke

Question

1a. To make a 1,2-difunctionalized compound:(May be more than one answer)

alkene + Br2

aldol

Claisen

Michael addition

acetone + CH3OH/H+

1b. To make a 1,3-difunctionalized compound:(May be more than one answer)

alkene + Br2

ozonolysis

aldol

Claisen

hydroboration

1c. To make a 1,4-difunctionalized compound:(May be more than one answer)

diene + HBr

ozonolysis

Claisen

EAS

Michael addition

1d. To convert cyclohex-2-ene-1-one to 3-ethyl-2-methyl cyclohexanone:

treat with CH3MgBr first followed by PCC

treat with CH3I first, followed by Et2CuLi

treat with Et2CuLi first, followed by CH3I

Explanation / Answer

1a

alkene + Br2

acetone + CH3OH/H+

1b

aldol

Claisen

1c

diene + HBr

1d

treat with Et2CuLi first, followed by CH3I

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