52829-98-8Relevant articles and documents
Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts
Oestreich, Martin,Seliger, Jan
supporting information, p. 247 - 251 (2020/10/29)
A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.
Enantioconvergent alkylation of ketones with racemic secondary alcohols: Via hydrogen borrowing catalysis
Cheang, Daniella M. J.,Armstrong, Roly J.,Akhtar, Wasim M.,Donohoe, Timothy J.
supporting information, p. 3543 - 3546 (2020/04/03)
An enantioconvergent method for the alkylation of o-disubstituted aryl ketones with racemic secondary alcohols is described. This process is mediated by a commercially available iridium catalyst and proceeds via hydrogen borrowing catalysis. The highly enantioenriched β-substituted ketone products were readily cleaved to a wide range of functional groups via retro-Friedel-Crafts acylation.
Investigation of cyclization reactions of dicyclohexyl-6-iodo- and -6-tosylhexenylborane. A facile radical cyclization diverted to a rearrangement-cyclization with base
Hinkens, Diane M.,Midland, M. Mark
experimental part, p. 4143 - 4148 (2009/09/25)
(Chemical Equation Presented) Dicyclohexyl-6-iodohexenylborane efficiently undergoes radical cyclization at room temperature using tri-n-butyltin hydride as a hydrogen donor and without the aide of a radical initiator. Efforts to develop environmentally f
