The First Selenium Isologues of 2-Pyrones and Coumarins: Synthesis, Structures, and Reactions

Synthesis of Chiral Selenazolines from N-Acyloxazolidinones via a Selenative Rearrangement of Chiral Cyclic Skeletons

“…In contrast, the corresponding selenium isologues, i.e., selenazolines, which also play specific roles in vivo, have seldomly been studied, owing to the synthetic difficulties associated with their formation and the instability of the selenated starting materials and products . Recently, we have developed a new route to selenium-containing compounds from carbonyl species via the formal reductive activation of stable elemental selenium with a hydrochlorosilane as the terminal reductant . During the course of our studies, we conducted the reaction with N -acyloxazolidinones and, unexpectedly, obtained selenazoline products (Figure , bottom).…”