39576-33-5Relevant academic research and scientific papers
Copper-Catalyzed Enantiotopic-Group-Selective Allylation of gem-Diborylalkanes
Kim, Minjae,Park, Bohyun,Shin, Minkyeong,Kim, Suyeon,Kim, Junghoon,Baik, Mu-Hyun,Cho, Seung Hwan
supporting information, p. 1069 - 1077 (2021/01/25)
We report a copper-catalyzed enatiotopic-group-selective allylation of gem-diborylalkanes with allyl bromides. The combination of copper(I) bromide and H8-BINOL derived phosphoramidite ligand proved to be the most effective catalytic system to provide various enantioenriched homoallylic boronate esters, containing a boron-substituted stereogenic center that is solely derived from gem-diborylalkanes, in good yields with high enantiomeric ratios under mild conditions. Experimental and theoretical studies have been conducted to elucidate the reaction mechanism, revealing how the enatiotopic-group-selective transmetalation of gem-diborylalkanes with chiral copper complex occurs to generate chiral α-borylalkyl-copper species for the first time. Additional synthetic applications to the synthesis of various chiral building blocks are also included.
Esters of 1,3-dimethyl-but-3-en-1-yl, their utilization as perfuming and flavoring ingredients and compositions containing same
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, (2008/06/13)
Use of certain ester derivatives of 1,3-dimethyl-but-3-en-1-yl as perfuming and flavoring ingredients. These ester derivatives possess the following formula STR1 wherein symbol R represents a hydrogen atom, a saturated or an unsaturated, linear or branched lower alkyl having 1 to 6 carbon atoms, or an aryl radical. The compounds of formula (I) are new chemical entities.
