This paper describes the preparation of nitrogen-containing bicycles by the aza-Diels–Alder reaction of nonactivated iminodienophiles and cyclopentadiene. Readily available starting materials such as (S)-(−)-lactate and l-amino acids were used for the preparation of chiral aldehydes with high enantiomeric excess. The improved oxidation procedure by Dess– Martin periodinane was employed for the synthesis of l-alanine derived phthalimide ...