What if Isabella of Castile‘s second pregnancy in 1475 resulted in an healthy boy? And if this boy, seven years younger than her was seen as an acceptable candidate as husband for Catherine of Navarre by her mother, leaving Jean d’Albret available for Anne of Brittany (in OTL he had been engaged to her younger sister while she was promised to Edward (V) of Wales and his father was one of her suitors)?
 
Trees
Ferdinand II, King of Aragon (1452-1508) married Isabella I, Queen of Castile (1451-1503) in 1469
  1. Isabella (b. 1470) married Alfonso VI, King of Portugal (1475-1497) in 1490
    1. miscarriage (1492)
    2. Isabella, Queen of Portugal (b. 1494) married Ferdinand VI, King of Spain (b. 1492)
    3. John III, King of Portugal (1495-1499)
    4. miscarried son (1497)
  2. John III, King of Spain (1475-1512) married Catherine, Queen of Navarre (1468-1418) in 1490
    1. Ferdinand VI, King of Spain (b. 1492) married Isabella, Queen of Portugal (b. 1494)
    2. Isabella (b. 1494) married Henry VIII, King of England (b. 1491) in 1508
    3. John (b. 1496)
    4. Madeleine (b. 1498)
    5. Catherine (b. 1500)
    6. Beatrice (b. 1502)
  3. Ferdinand (1478-1495)
  4. Joanna (b. 1479) married Philip IV, Duke of Burgundy (1478-1508) in 1496
    1. Eleanor (b. 1498)
    2. Charles V, Holy Roman Emperor (b. 1500)
    3. Isabella (b. 1501)
    4. Maximilian (b. 1502) married Elisabeth of Hungary (b. 1503)
    5. Mary (1504-1507)
    6. Margaret (b. 1506) married Louis II, King of Bohemia and Hungary (b. 1506) *
    7. Ernest (1508-1510)
  5. Maria (1482-1505) married Vladislaus II, King of Bohemia and Hungary (b. 1456) in 1502
    1. Elizabeth of Hungary (b. 1503) married Maximilian of Austria (b. 1502)
    2. miscarriage (1505)
  6. stillborn girl (1482) twin of Maria
  7. Catherine (1485-1502) married Arthur, Prince of Wales (1486-1502) in 1501
ATL Louis II of Hungary is the son of Vladislaus and his ATL fourth wife Germaine of Foix

John VII, Duke of Brittany (b. 1469) married Anne, Duchess of Brittany (b. 1477) in 1490
  1. Francis III, Duke of Brittany (b. 1494)
  2. Margaret (1496-1498)
  3. Isabella (b. 1498)
  4. Alain (b. 1500)
  5. John (1503)
  6. Eleanor (b. 1506)

Margaret of Austria (b. 1480) married a) Charles VIII, King of France (1470-1498) in 1495, b) Philibert II, Duke of Savoy (b. 1480) in 1499
  1. a) stillborn son (1496)
  2. a) miscarriage (1498)
  3. b) Philip of Savoy (1501)
  4. b) Maximilian I, Duke of Savoy (b. 1503)
  5. b) Margaret of Savoy (b. 1504)
  6. b) Mary of Savoy (1506-1510)
  7. b) Eleanor of Savoy (b. 1508)
  8. b) Charles of Savoy (1510)
 
Except why would he be? Navarre at this point was trying to be independent, no?
Because Madeleine was fighting a war against here brother-in-law for securing her daughter‘s crown at this point and the OTL offer of a wedding between Catherine and OTL John had much support in Navarre so with the Prince of Asturias being only 7 years younger than Catherine (instead of the OTL ten years) is likely it will be accepted. Madeleine would also find it convenient as John can not legally marry Catherine before 1489 meaning who she would surely keep power until that date and likely longer
 
Because Madeleine was fighting a war against here brother-in-law for securing her daughter‘s crown at this point and the OTL offer of a wedding between Catherine and OTL John had much support in Navarre so with the Prince of Asturias being only 7 years younger than Catherine (instead of the OTL ten years) is likely it will be accepted. Madeleine would also find it convenient as John can not legally marry Catherine before 1489 meaning who she would surely keep power until that date and likely longer
I suppose. Would be easier to swap genders of 1470 and 1475 children - makes for less age gaps and faster production of children - but I get your point
 
I suppose. Would be easier to swap genders of 1470 and 1475 children - makes for less age gaps and faster production of children - but I get your point
A son for Isabella BEFORE her half-brother’s death would be far too much game-changer in my opinion for not generating far too much butterflies (plus that boy would be 8 years younger than la Beltranjea so a viable candidate for her meaning another whole set of butterflies)
 
I highly doubt he would be viable for his much older aunt
Juana la Beltranjea would be a first cousin (and 8 years are NOT too much, specially if that would secure the inheritance of Castile) as her father was Isabella’s half-brother (she is born in 1462 so a match with a 1470 son of Isabella would be in the cards. With a boy born in 1475 the Castilian war of succession is unlikely to be altered and the boy would be too young for being a serious match for la Beltranjea)
 
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