40648-22-4Relevant articles and documents
Guanidine–Copper Complex Catalyzed Allylic Borylation for the Enantioconvergent Synthesis of Tertiary Cyclic Allylboronates
Ge, Yicen,Cui, Xi-Yang,Tan, Siu Min,Jiang, Huan,Ren, Jingyun,Lee, Nicholas,Lee, Richmond,Tan, Choon-Hong
, p. 2382 - 2386 (2019/02/01)
An enantioconvergent synthesis of chiral cyclic allylboronates from racemic allylic bromides was achieved by using a guanidine–copper catalyst. The allylboronates were obtained with high γ/α regioselectivities (up to 99:1) and enantioselectivities (up to 99 % ee), and could be further transformed into diverse functionalized allylic compounds without erosion of optical purity. Experimental and DFT mechanistic studies support an SN2′ borylation process catalyzed by a monodentate guanidine–copper(I) complex that proceeds through a special direct enantioconvergent transformation mechanism.
Mild two-step process for the transition-metal-free synthesis of carbon-carbon bonds from allylic alcohols/ethers and grignard reagents
Han, Xinping,Zhang, Yanhua,Wu, Jimmy
supporting information; experimental part, p. 4104 - 4106 (2010/05/15)
Chemical Equation Represented A mild two-step process for the regioselective, transition-metal-free preparation of carbon-carbon bonds from allylic alcohols/ethers and Grignard reagents is described. This process obviates the need for the harsh deprotecti
Initiated tert-Butyl Hydroperoxide-loaded Low-temperature Autoxidation of Alkenes: Alternative Hydroperoxide Syntheses and the Preparation of a Complete Set of Reference Material
Courtneidge, John L.,Bush, Melanie,Loh, Lay-See
, p. 1539 - 1548 (2007/10/02)
A complete set of characterization data for the allylic hydroperoxides prepared from 1-methylcyclohexene and the isomeric 4-methyloct-4-enes is presented.The data relies upon the preparation of allylic hydroperoxides by tert-butyl hydroperoxide-loaded autoxidations, singlet-ene oxidations and nucleophilic substitution reactions.Appropriate allylic alcohols and relevant scission products have been prepared to support the assignments given.