mCPBA Epoxidation Stereochemistry: What Exams Actually Test
Deep dive into mCPBA epoxidation stereochemistry: stereospecificity (cis→cis, trans→trans), face selectivity, racemic vs single product cases, and common distractors.
Stereospecific rule: cis alkene → cis epoxide; trans alkene → trans epoxide
Face approach: If two faces are equivalent → racemic; if not → major diastereomer from less hindered face
No intermediates: Concerted mechanism locks stereochemistry
Common test format: “Draw the major product(s)” with wedges/dashes