In advanced O-Chem, "flat" molecules don't exist. You must account for Cram’s Rule, the Felkin-Anh model, and Zimmerman-Traxler transition states. Understanding how a chiral center or a bulky catalyst influences the approach of a nucleophile is the difference between a successful synthesis and a failed experiment. 2. Pericyclic Reactions
By Anslyn and Dougherty for deep-dives into kinetics and thermodynamics. advanced organic chemistry practice problems
The key to mastery is consistent, high-level practice. Below is a guide to the core pillars of advanced organic chemistry, followed by practice problems designed to challenge your mechanical understanding. The Pillars of Advanced Organic Synthesis 1. Stereoselective and Stereospecific Reactions In advanced O-Chem, "flat" molecules don't exist
(e.g., Cope and Claisen rearrangements) 3. Organometallic Catalysis Below is a guide to the core pillars
Master Advanced Organic Chemistry: Strategies and Practice Problems
By Robert B. Grossman.
You are reacting (S)-2-phenylpropanal with methylmagnesium bromide (MeMgBr). Task: Use the Felkin-Anh model to predict the major diastereomer formed. Draw the transition state and explain why the nucleophile attacks from a specific face. Problem 2: Pericyclic Mechanisms