In this paper, a novel image registration method is proposed to achieve accurate registration between images having large shape differences with the help of a set of appropriate intermediate templates. We first demonstrate that directionality is a key factor in both pairwise image registration and groupwise registration, which is defined in this paper to describe the influence of the registration direction and paths on the registration performance. In our solution, the intermediate template selection and intermediate template guided registration are two coherent steps with directionality being considered. To take advantage of the directionality, a directed graph is built based on the asymmetric distance defined on all ordered image pairs in the image population, which is fundamentally different from the undirected graph with symmetric distance metrics in all previous methods, and the shortest distance between template and subject on the directed graph is calculated. The allocated directed path can be thus utilized to better guide the registration by successively registering the subject through the intermediate templates one by one on the path towards the template. The proposed directed graph based solution can also be used in groupwise registration. Specifically, by building a minimum spanning arborescence (MSA) on the directed graph, the population center, i.e., a selected template, as well as the directed registration paths from all the rest of images to the population center, is determined simultaneously. The performance of directed graph based registration algorithm is demonstrated by the spatial normalization on both synthetic dataset and real brain MR images. It is shown that our method can achieve more accurate registration results than both the undirected graph based solution and the direct pairwise registration.