Reaction Mechanism
The nucleophilic attack on the carbonyl group proceeds via Bürgi-Dunitz trajectory. The angle between the line of nucleophilic attack and the C-O bond is greater than 90˚. This due to a better orbital overlap between the HOMO of the nucleophile and the π* LUMO of the C-O double bond.
Read more about this topic: Tetrahedral Carbonyl Addition Compound
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