Entropy-Controlled Selectivity in the Vinylation of a Cyclic Chiral Nitrone. An Efficient Route to Enantiopure Polyhydroxylated Pyrrolidines

Tunable Diastereoselection of Biased Rig

Tunable Diastereoselection of Biased Rigid Systems by Lewis Acid Induced Conformational Effects: A Rationalization of the Vinylation of Cyclic Nitrones En Route to Polyhydroxylated Pyrrolidines

✍ Ignacio Delso; Eduardo Marca; Vanni Mannucci; Tomás Tejero; Andrea Goti; Pedro M 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 398 KB 👁 2 views

## Abstract The diastereofacial selection in addition reactions to biased rigid systems can be modulated by the action of Lewis acids. As an example, the stereoselectivity of the nucleophilic addition of vinyl magnesium bromide (VMB) to cyclic nitrones in the presence of diethylaluminum chloride (D