89030-33-1Relevant articles and documents
Iodolactonization: Synthesis, stereocontrol, and compatibility studies
Oderinde, Martins S.,Hunter, Howard N.,Bremner, Stacy W.,Organ, Michael G.
scheme or table, p. 175 - 182 (2012/02/03)
Generalized iodolactonization conditions have been developed for the formation of both cis- and trans-γ-lactones from 3-pentenoic acid derivatives containing various protected alcohol moieties. Kinetic control of the reaction using iodine and base at 0 °C for 6 h provided the cis-lactone with good selectivity (75:25), and thermodynamic control at room temperature for 24 h provided the trans-lactone with excellent selectivity (98:2).