Litcius/Paper detail

Di-<i>tert</i>-butyl Peroxide (DTBP)-Mediated Oxysilylation of Unsaturated Carboxylic Acids for the Synthesis of Silyl Lactones

Kanako Nozawa‐Kumada, Takuto Ojima, Moeto Inagi, Masanori Shigeno, Yoshinori Kondo

2020Organic Letters28 citationsDOI

Abstract

Herein, we describe the first oxysilylation of unsaturated carboxylic acids mediated by di-tert-butyl peroxide (DTBP), which enables the rapid and efficient preparation of silyl lactone compounds. This process tolerates functional groups, such as methyl, methoxy, halogen (fluoride and chloride), and cyano moieties. Furthermore, the strategy allows the application of a wide range of primary, secondary, and tertiary hydrosilanes for functionalization.

Topics & Concepts

SilylationChemistryHalogenPeroxideChlorideFluoridePrimary (astronomy)Organic chemistryCarboxylic acidSurface modificationFluorineHydrogen peroxideMedicinal chemistryCombinatorial chemistryCatalysisInorganic chemistryAlkylPhysical chemistryPhysicsAstronomyOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsVanadium and Halogenation Chemistry