1390 Henry (III) the Sickly succeeds at the age of eleven. Disputes for the regency.
1392 Persecution of the Jews.
1393 Henry assumes the government himself. He has some success in restoring order, and ranges himself on the side of the people against the nobles.
1401 The cortes of Tordesillas passes measures for reform of the judicial system. Embassy to Tamerlane or Timur.
1404 Conquest of the Canaries by Jean de Bethencourt, a Norman adventurer, with assistance from Henry, who grants him the title of king.
1406 Juan II, one year old, succeeds under the guardianship of his uncle Ferdinand the Just. Ferdinand restrains the turbulence of the nobles.
1408 Alvaro de Luna comes to court as a page and begins to exercise his influence over Juan.
1412 Ferdinand accepts the crown of Aragon, but maintains his influence in Castile till his death (1416).
1420 Henry, brother of Alfonso V of Aragon and Juan II of Navarre, desiring to marry Juan’s sister Catalina, seizes the king and keeps him prisoner till he consents to the marriage.