Lewis acid catalysis: regioselective hydroboration of alkynes and alkenes promoted by scandium triflate. Issue 97 (19th November 2018)

• Record Type: Journal Article
• Authors: Mandal, Souvik; Verma, Piyush Kumar; Geetharani, K.
• Is Part Of: Chemical communications. Volume 54:Issue 97(2018)
• Page Start: 13690
• Page End: 13693
• Publication Date: 2018-11-19
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc08361d
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : An unprecedented scandium-catalysed hydroboration of alkynes and alkenes has been achieved with HBpin in presence of catalytic amount of NaBHEt3 . Abstract : The first commercially available scandium-catalysed selective hydroboration of alkynes and alkenes with HBpin (pin = OC-Me2 CMe2 O) in the presence of a catalytic amount of NaHBEt3 has been developed. This protocol can be applicable to a wide range of substrates including aromatic, aliphatic with cyclic and acyclic side chains, and heteroaryl systems with broad functional-group compatibility. Mechanistic studies revealed that the reaction occurs in a syn fashion via the σ-bond metathesis between the alkenyl scandium species and HBpin.