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| 1487 |
| | | Boiardo publishes a romantic epic, Orlando Innamorato, about Roland's love for a bewitching princess | |
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| c. 1489 |
| | | Leonardo da Vinci begins an unprecedented series of detailed anatomical drawings, based on corpses dissected in Rome | |
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| 1489 |
| | | Venice's annexation of Cyprus completes a useful chain of islands stretching to the eastern Mediterranean | |
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| 1491 |
| | | Savonarola, the new prior of San Marco, is a stern critic of both the pope in Rome and the Medici in Florence | |
|  | Savonarola
Fotofile CG
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| 1492 |
| | | Rodrigo Borgia, elected pope as Alexander VI, already has four illegitimate children and possibly sires three more while pope | |
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| 1493 |
| | | Pope Alexander VI draws a line through the Atlantic, dividing new discoveries between Spain (west) and Portugal (east) | |
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| 1494 |
| | | Charles VIII, king of France, marches through the Alps with an army of 30,000, to claim the throne of Naples | |
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| 1494 |
| | | Piero de' Medici and his brothers flee from Florence, after a mob ransacks the Medici palace | |
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| 1495 |
| | | Charles VIII captures Naples in February and is crowned there in May, but is forced back across the Alps before the end of the year | |
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| c. 1495 |
| | | The type faces known as roman and italic are created in Venice by the printers Nicolas Jenson and Aldus Manutius | |
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