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It is known, after \cite{Jabin16} and \cite{AlbertiCrippaMazzucato18}, that ODE flows and solutions of the transport equation associated to Sobolev vector fields do not propagate Sobolev regularity, even of fractional order. In this paper, we show that some propagation of Sobolev regularity happens as soon as the gradient of the drift is exponentially integrable. We provide sharp Sobolev estimates and new examples. As an application of our main theorem, we generalize a regularity result for the 2D Euler equation obtained by Bahouri and Chemin in \cite{BahouriChemin94}.

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