112306-15-7Relevant academic research and scientific papers
Regio- and diastereoselective crotylboration of vic-tricarbonyl compounds
Rossbach, Jan,Baumeister, Julia,Harms, Klaus,Koert, Ulrich
, p. 662 - 665 (2013)
Crotylboration of vic-diketoamides and vic-diketo esters was achieved with high diastereoselectivity and complementary regioselectivity. Whereas (E)-crotylboration of α,β-diketoamides resulted in high yields (91-99 %) of β-crotylated products obtained as a single diastereomer (anti), Lewis acid promoted crotylboration of α,β-diketo esters yielded the α-crotylated species with the anti product as main diastereomer. (E)-Crotylboration of α,β-diketoamides resulted in high yields (91-99 %) of β-crotylated products obtained as a single diastereomer (anti). Lewis acid promoted crotylboration of α,β-diketo esters yielded the α-crotylated species with the anti product as main diastereomer. Copyright
Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds
Li, Weiyu,Zhou, Lei
, p. 6652 - 6658 (2021/09/10)
Herein, we report a visible-light-driven radical 1,3-selenosulfonylation of vinyldiazo compounds with selenosulfonates, providing various γ-seleno allylic sulfones in good yields. This photochemical reaction was carried out at room temperature in an open flask using ethyl acetate as the solvent without any photocatalysts or additives. The control experiments corroborated that the 1,3-addition proceeded via a radical-chain propagation process. The synthetic applications of the resulting products were demonstrated by deselenization, reduction, bromination and allylation.
Cyclopentene Annulations of Alkene Radical Cations with Vinyl Diazo Species Using Photocatalysis
Sarabia, Francisco J.,Li, Qiankun,Ferreira, Eric M.
supporting information, p. 11015 - 11019 (2018/07/30)
A direct (3+2) cycloaddition between alkenes and vinyl diazo reagents using either Cr or Ru photocatalysis is described. The intermediacy of a radical cation species enables a nucleophilic interception by vinyl diazo compounds, a departure from their trad
Highly enantioselective carbonyl-ene reactions of 2,3-diketoesters: Efficient and atom-economical process to functionalized chiral α-hydroxy-β-ketoesters
Truong, Phong M.,Zavalij, Peter Y.,Doyle, Michael P.
supporting information, p. 6468 - 6472 (2014/06/24)
Carbonyl-ene reactions of 2,3-diketoesters catalyzed by [Cu{(S,S)-tBu-box}](SbF6)2 [box=bis(oxazoline)] generate chiral α-functionalized α-hydroxy-β-ketoesters in up to 94% yield and 97% ee. The 2,3-diketoesters are conveniently accessed from the corresponding α-diazo-β-ketoester, and a catalyst loading as low as 1.0 mol% can be achieved.
