While his research ranges across the cultural history of the Middle Ages, Oleg's largest, and lasting, interest has been the different ways of appropriating classical philosophical traditions in medieval Christian thought, particularly within the tradition of the 'school of Chartres' and at the court of Frederick II of Hohenstaufen. He translated some of its important texts into Russian, including to Philosophia of William of Conches and the Cosmographia of Bernard Silvestris. They were published, together with other Chartres texts, in a single volume, that presented this School to Russian readers for the first time.

He is now particularly concerned with problems of curiosity as particular intellectual attitude and formally a vice in medieval moral system, as well as with ideas and images of the human body and the face. The Face, in particular, has been subject of a recent international Micrologus conference he coorganized together with Agostino Paravicini Bagliani in Saint-Petersburg (July 2019), with its acts to be published at the Micrologus series.

Oleg has published, extensively and in several languages, on topics as varied as the medieval cosmology, physiognomy, astrology, hygiene and medicine, scientific and philosophical manuscripts in XIIIth century, modes of sacralisation of the royal power, the political and cultural history of France under Saint Louis, master architects of Gothic cathedrals, medieval miniature and sculpture, poetry and poetics. This variety of topics gave life to dozens of articles in four languages and to a general book on medieval Christian civilisation, written in French and published in France by Editions du Vendémiaire, 2017. The intellectual milieu of Frederick II, its art, manuscripts and ideas, has been for years his favorite field, and he recently published with Edizioni del Galluzzo the first critical edition of two treatises by Michael Scot, translator, encyclopedist and astrologer of the first third of the XIIIth century: the Liber particularis and the Liber physonomiae.

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