In general soft nucleophiles do 1,4 conjugate addition to a carbonyl carbon under thermodynamic control. Will soft nucleophiles like organocuprates still preferentially undergo 1,4 addition if the β-carbon is more sterically hindered than the carbonyl carbon?
For example, if I consider the following case
should I just accept it as a rule of thumb that these "soft nucleophiles" undergo 1,4-nucleophilic addition to the carbonyl group, or does it vary depending on the structure and the situation?
In addition to the example above, what happens if there is a methyl group at C-2 of the ring?