Advanced Organic Chemistry Practice Problems 2021 Guide

Compound A undergoes acid-catalyzed rearrangement to form a ketone with a quaternary center. Given the substrate below, predict the major product.

a) Draw the transition state model explaining the facial selectivity. b) How does the counteranion (chiral phosphate) influence the electrophile’s trajectory? c) If the reaction is run at 0 °C instead of –78 °C, the ee drops to 72%. Why? advanced organic chemistry practice problems 2021

: A comprehensive 2021 Organic Chemistry Practice Test features problems on amines and other complex organic compounds with included hints and answer keys . Compound A undergoes acid-catalyzed rearrangement to form a

Pd(OAc)₂ (5 mol%), NFSI (N-fluorobenzenesulfonimide, 1.2 equiv), ligand L1 (a bulky pyridine-oxazoline), DCE, 80 °C, 24 h. ligand L1 (a bulky pyridine-oxazoline)