63860-06-0Relevant academic research and scientific papers
Catalytic Enantioselective Synthesis of 2,5-Dihydrooxepines
Shim, Su Yong,Cho, Soo Min,Venkateswarlu, Anipireddy,Ryu, Do Hyun
, p. 8663 - 8666 (2017)
A Michael addition initiated cyclopropanation/retro-Claisen rearrangement tandem reaction was developed for the enantioselective synthesis of highly functionalized 2,5-dihydrooxepines. In the presence of a chiral oxazaborolidinium ion (COBI) catalyst, the reaction proceeds to give good yields and high enantioselectivity.
LED lighting as a simple, inexpensive, and sustainable alternative for Wolff rearrangements
Bernardim, Barbara,Hardman-Baldwin, Andrea M.,Burtoloso, Antonio C. B.
, p. 13311 - 13314 (2015/02/19)
The Wolff rearrangement is one of the best methods for chain homologation. However, it still suffers from many drawbacks with respect to its practical execution in the laboratory. We wish to demonstrate the use of commercial LED lamps as a sustainable alternative for the classic experimental protocols typically used for Wolff rearrangements. This journal is
Cp*Ru(II) and Cp*Ru(IV)-catalyzed reactions of CHX with vinyl C-H bonds: Competition between double bond homologation and olefin cyclopropanation by alkyl diazoacetate
Simal, Francois,Demonceau, Albert,Noels, Alfred F.,Knowles,O'Leary, Shane,Maitlis, Peter M.,Gusev
, p. 163 - 170 (2007/10/03)
When diazoesters are used as carbene precursors, new Ru(II) and Ru(IV) complexes bearing various substitutents tethered ligands mediate the formal carbene insertion into C-H vinyl bonds of (substituted) styrenes to yield mostly E- and Z-styrylacetic esters (e.g. 4-phenylbut-3-enoates with styrene). This rarely observed reaction competes with the cyclopropanation of the double bond. The influence of steric and electronic factors on the two competitive reactions is reported. The observation that the most efficient C-H insertion catalysts also promote the ROMP of norbornene lend support to the formation of ruthenacyclobutanes as reaction intermediates.
