The contributions of this research book include: (a) Development of a detailed generalisation framework to produce small scale maps through derivative mapping applying an assessment of existing generalisation systems - theoretical and methodological (b) Building a framework for a heuristic natural knowledge elicitation and transfer from cartographers using an International Cartographic Generalisation Survey - theoretical and methodological (c) Construction of a Generaisation Expert System (GES)for delivering semi-automated generalisation of lines and polylines. Results demonstrated that the implemented algorithms leading to an improvement of efficiency of generalisation - empirical findings.