title: Thioboration of α,β-unsaturated ketones and aldehydes toward the synthesis of β-sulfido carbonyl compounds.
abstract: Herein a direct β-sulfido carbonyl compound synthesis by the easy activation of RS-Bpin reagents with α,β-unsaturated ketones and aldehydes is reported. This convenient methodology can be performed at room temperature with no other additives. The key point of this reactivity is based on the Lewis acidic properties of the boryl unit of the RS-Bpin reagent interacting with the C═O oxygen. Consequently, the SR unit becomes more nucleophilic and promotes the 1,4- versus the 1,2-addition, as a function of the involved substrate. The thioborated products can be further transformed into β-sulfido carbonyl compounds by addition of MeOH.
authors.affiliation: Dept. Química Física i Inorgànica, Universitat Rovira i Virgili , C/Marcel·lí Domingo s/n, 43007 Tarragona, Spain.
authors.forename: Marc G
authors.initials: MG
authors.lastname: Civit
authors.forename: Xavier
authors.initials: X
authors.lastname: Sanz
authors.forename: Christopher M
authors.initials: CM
authors.lastname: Vogels
authors.forename: Jonathan D
authors.initials: JD
authors.lastname: Webb
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Geier
authors.forename: Andreas
authors.initials: A
authors.lastname: Decken
authors.forename: Carles
authors.initials: C
authors.lastname: Bo
authors.forename: Stephen A
authors.initials: SA
authors.lastname: Westcott
authors.forename: Elena
authors.initials: E
authors.lastname: Fernández