7b

Question 1

morita baylis hillman recognition

Answer 1

u have an oh, double bond and a carbonyl

on consecutive carbons

Question 2

how does a morisa baylis hillam reaction occur

Answer 2

u have a nuc (either DABCO or a phsophine nuc - pph3)

this undergoes a conjugate addition reaction and forms an enolate

the enolate attacks an aldehyde // another carbonyl

this carbonyl is protonated to form oh

a beta hydrogen is then removed with a base to form another enolate

this enolate is used to kick off the pph3 // DAPCO original nuc

Question 3

when we do conjugate addition,, what should we look out for

Answer 3

we need to make sure that the double bond we attack isnt part of an aromatic system

we need to make sure we arent breaking aromaticity.

Question 4

robinson annulation,, how can we tell this is gonnna occur

Answer 4

one molecule with enolisable protons (aka protons between // near a carbonyl)

one molecule with alkene carbonyl conjugation (where conjugate addition can occur)

Question 5

steps of a robinson annulation reaction

Answer 5

• base deprotonates a molecule and forms an enolate
• enolate is used as the base for conjugate addition
• enolate formed by conjugate addition attacks H from solvent to saturate the double bond to form an alkane.
• base deprotonates a H to form an enolate (this enolate is gonna be used to attack a carbonyl C so look at ur options)
• enolate attacks carbonyl C
• o- is protonated to give OH
• enolate is formed using base and deprotonation of a H
• OH is eliminated
• alkene and carbonyl are in conjugation.