Battle of Kashyyyk ( Separatist Crisis ) The battle took place sometime during the Separatist Crisis , when a variety of planets and corporations began to withdraw from the Republic . The battle occurred when the Wookiee Trade Guild , which controlled a large amount of commerce in the Kashyyyk system , attempted to resist a new taxation imposed by the Trade Federation . As a result , the Sith Lord Darth Sidious , an ally of the Federation , ordered a legion of the Federation ' s droid army , including the newly unveiled B2 super battle droids , to destroy the Wookiee Trade Guild . The battle droid army , led by Sidious ' s apprentice , Count Dooku , attacked the Trade Guild ' s island headquarters in the Wawaatt Archipelago on Kashyyyk . The Trade Guild ' s private army tried to defend the island , but the entire village was eventually destroyed by the Federation ' s forces . Prelude . Sometime during the Separatist Crisis where several planets and corporations began seceding from the Republic , the Trade Federation — one of the corporations about to leave the Republic — attempted to impose several new excises on the Wookiee Trade Guild . The Trade Guild , which controlled a large amount of commerce in the Kashyyyk system , tried to oppose these new taxes , much to the displeasure of the Trade Federation . As a result , Darth Sidious , a Sith Lord and ally of the Federation , ordered a two - hundred strong legion of the Federation ' s battle droid army to be dispatched to the Trade Guild ' s headquarters on the Wookiee homeworld of Kashyyyk . Under the command of Sidious ' s new apprentice , Count Dooku , the droid legion consisted of assault battle droid s , battle droid assassin s , pilot droids , droidekas , and the new B2 super battle droids . The legion was tasked with completely destroying the Guild ' s small island base in Kashyyyk ' s Wawaatt Archipelago . The battle . When the Federation legion landed on the island , they immediately began to assault the Guild ' s headquarters , with Dooku leading the assault . Two - hundred members of the Guild ' s private army of Wookiees , armed with bowcasters and missile launchers , tried to defend the village from the assault . However , the Federation forces flanked the village from the hills on the northeast and northwest sides of the island , as well as from a small landing site on the south side . The droid army also utilized at least two " Vulture " - class droid starfighters to strafe the village , and eventually the Guild ' s army was overwhelmed and the entire village was destroyed by Dooku and his forces . Aftermath . The Federation left very few Guild members to survive the battle , effectively destroying the Wookiee Trade Guild . Years after the battle , the Federation and several other allies formed the Confederacy of Independent Systems , led by Count Dooku , which officially seceded from the Republic , resulting in the Clone Wars between the two factions . Behind the scenes . The battle made its first and only appearance in the video game " " , where it made up the third level in the games historical Clone Wars campaign , despite the fact that the battle does not take place during the Clone Wars . In the level , the player fights in the Federation army and helps destroy the Wookiee Trade Guild .