Large language models are trained to model conditional distributions over text, yet it remains inadequately understood whether they capture the full diversity of plausible outputs present in their training data. We study this question through an information-theoretic lens by comparing the conditional entropy of model-generated outputs with that of the corresponding training data. Given paired input-output samples, we use conditional entropy and its matrix-based analogue based on von Neumann entropy to measure output variability beyond what is explained by the conditioning input, without requiring multiple reference outputs for the same prompt. Across LLM families with publicly available training data, including OLMo, Pythia, and GPT-Neo, we consistently find that model-generated outputs exhibit lower conditional entropy than their training data, across different model scales, sequence lengths, and decoding strategies. We observe a similar conditional diversity gap beyond language modeling, including class-conditioned ImageNet generators and text-conditioned models trained on MS-COCO. To address this gap, we propose a post-hoc correction mechanism that generates multiple outputs for each input and reweights them through a matrix-entropy projection, increasing conditional diversity while remaining close to the original model distribution. We prove the concavity of the matrix-based conditional entropy functional, which makes the resulting entropy-constrained projection a convex optimization problem, and develop a scalable mirror-descent algorithm for its implementation. Our results reveal a systematic conditional diversity gap between modern generative models and their training data, and provide an information-theoretic framework for measuring and mitigating this gap.
Generative AI models are primarily designed to imitate the data distribution, an objective that neither corrects diversity lost by a learned generator nor defines how generation should extend beyond the diversity of the data itself. We introduce Imaginative Generative AI (IGA), a framework that makes diversity part of the target-distribution design problem: among distributions close to a reference, IGA selects one whose spectral diversity reaches a prescribed level. Diversity is measured by the von Neumann entropy of the generated distribution's kernel covariance operator in a fixed representation space, providing a reference-free representation-guided measure of how broadly probability mass occupies embedding directions. The spectral entropy of the population data distribution defines an Entropy Wall. Below the wall, IGA performs diversity repair, recovering variation that a learned generator has lost while remaining within the diversity level of the data. Beyond the wall, the data distribution itself becomes infeasible, and IGA deliberately departs from it to produce distributions with greater representation-relative spectral diversity, an operational notion of imaginative generation. These regimes form a single regularization path from imitation to imagination and define an i.i.d. target distribution at each prescribed diversity level. We develop the theory of this entropy-constrained projection and show that, under a KL anchor to a pretrained generator, the optimum satisfies a self-consistent exponential-tilt relation. This characterization leads to IGA Guidance, a retraining-free inference-time method for score-based and diffusion models, including DDPM and DDIM samplers. Experiments on synthetic and vision benchmarks demonstrate diversity repair below the Entropy Wall and controlled spectral extrapolation beyond it.
Data-free knowledge distillation transfers the knowledge encoded in a teacher model to a student model without access to the original training data. 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. Independently sampling contrastive targets for these coupled outputs violates the geometry of the learned latent manifold and produces severe gradient conflicts instead of informative boundary samples. Manifold-aware synthesis bypasses these conflicts entirely and establishes an effective baseline for data-free generative distillation.
Discrete diffusion models are often trained through clean-data prediction, but the prediction can be used in different ways to define the reverse dynamics. In Masked Diffusion Models (MDM) these choices largely coincide, whereas in Uniform Diffusion Models (UDM) they do not. We show that the standard plug-in bridge parameterization for UDM is not optimized by the denoising posterior, but by a leave-one-out posterior that predicts each clean token without using its own noisy observation. This identifies a mismatch between the plug-in ELBO and the usual cross-entropy denoising objective. We characterize the leave-one-out target and derive exact conversions between the denoiser, the leave-one-out posterior, and the score. These conversions allow us to disentangle parameterization and training objective. Our results also lead to inference improvements without any additional training through an informed predictor-corrector sampler and improved temperature sampling based on the leave-one-out predictor. We further introduce an absorbing-state reformulation of uniform diffusion that preserves the UDM joint law while decomposing it into masked-diffusion-like sampling operations, with simpler denoising posteriors, carry-over unmasking, and a natural remasking mechanism. On language modeling, leave-one-out parameterizations consistently improve UDM generation, while the absorbing construction matches or surpasses masked diffusion. These results suggest that the empirical gap between masked and uniform diffusion is driven less by the choice of marginals themselves than by parameterization and sampling design. The code and models can be found at https://github.com/samsongourevitch/rev_udm.