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Prior work such as Contrastive Abductive Knowledge Extraction (CAKE) achieves this for classifiers by synthesizing samples near the teacher's decision boundary. In this work, we investigate whether this boundary-seeking principle extends to autoencoder distillation through experiments on the MNIST dataset . To enable a direct comparison, we reformulate continuous reconstruction as a dense, per-feature classification task, allowing the decoder to output categorical logits. We show that boundary-seeking objectives are fundamentally ill-posed in bottlenecked generative architectures. CAKE operates on a single, instance-level objective, but a decoder acts as an array of tightly coupled, feature-level classifiers constrained by a shared low-dimensional bottleneck. 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CAKE operates on a single, instance-level objective, but a decoder acts as an array of tightly coupled, feature-level classifiers constrained by a shared low-dimensional bottleneck. 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