1340s–1500s
Grand Duchy of Lithuania
While Poland was consolidating its rule over Galicia, the other half of the Rus' kingdom, Volhynia, was conquered by Lithuania (1340s). Within the next two decades, the Lithuanians successfully challenged the Golden Horde (1362) and incorporated not only the former principalities of Kyivan Rus' but also the steppe lands, eventually reaching the shores of the Black Sea. Most of the Ukrainian lands then became part of the Grand Duchy of Lithuania.
Power struggles in the Grand Duchy of Lithuania, coinciding with a royal succession crisis in Poland in the 1380s, were resolved by the marriage of Lithuanian Prince Jogaila/Jagiełło and Polish Queen Jadwiga. The marriage initiated the gradual unification of the Kingdom of Poland and the Grand Duchy of Lithuania and the conversion of Jagiełło and most of the Lithuanian elite from paganism or Eastern Orthodoxy to Roman Catholicism. In addition, Jagiełło had to agree to meet the demands of Poland's nobles to respect their existing privileges (such as exemption from taxes and the exclusive right to hold key administrative positions in the various provinces).
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1507
The Lithuanian Grand Duke and Polish King Zygmunt I granted the Jews a charter of protection, which gave Jews the right to practise their religion, exemption from the jurisdiction of municipal authorities, and security measures against physical attack. To enhance the importance and antiquity of the document, the charter was backdated to 1388 and attributed to Grand Duke Vytautus/Vitold (r. 1392–1430), the first Catholic ruler of Lithuania.
The charter sheds light on the status of Jews in the hierarchical corporate structure of European medieval feudal society. It also illustrates how the tenth-century Magdeburg Law (relating to town privileges) was implemented in many Eastern and Central European municipalities.
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1539
Legislation was passed giving owners of private towns (more than half of the realm's towns) exclusive jurisdiction over their Jewish communities. This arrangement was at the origin of the peculiar marriage of convenience between Jews and the nobility, as the nobles engaged the services of Jews in managing their estates, and Jews depended on the nobility for protection and their livelihood. As observed by the chancellor to Zygmunt I, "there is hardly a magnate who does not hand over the management of his estates to a Jew, and more zealously protects them against any wrong, real or imaginary, than he protects Christians." The taxation system, lease-holding (arenda) system, and alcohol monopolies connected with this arrangement fueled enduring intergroup tensions and episodes of violence.
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1449–1783
The Crimean Khanate
Successors of the Mongol Golden Horde formed their own Khanate along the northern coast of the Black Sea in the Crimean Peninsula and the southern Ukrainian steppes. The Crimean Khanate became a protectorate of the Ottoman Empire in 1475, after the conqueror of Constantinople, Sultan Mehmed II (r. 1451–1481), drove out the Genoese from the Crimean coastal region. Under Ottoman rule, the Khanate's port city Kefe (formerly Caffa, today Feodosiia) became, by the early seventeenth century, one of the largest cities in Eastern Europe and a major center of the slave trade.