Chiefs Oconostota, Attacullaculla, & Sewanooko signed the Treaty of Sycamore Shoals in 1775 which relinquished Cherokee claims to most of present-day Kentucky. It was the largest land cession in the history of the frontier, up to that time, & led to the settlement of Forts Harrod, Boonesborough, & Logan's Station.
Chief Doublehead (Chiqualataque), an influential leader in Cumberland Plateau region, frequently attacked Wilderness trail & Ky. settlements in the 1700s. Wm. Whitley, Benj. Logan, and Isaac Shelby fought against his raids. Yet, the chief negotiated significant land & peace treaties and was a guest of Pres. Washington, Adams, and Jefferson.