92056-50-3Relevant academic research and scientific papers
Highly regio- and enantioselective palladium-catalyzed allylic alkylation and amination of dienyl esters with 1,1′-P,N-ferrocene ligands
Zheng, Wen-Hua,Sun, Na,Hou, Xue-Long
, p. 5151 - 5154 (2005)
(Chemical Equation Presented) Pd-catalyzed asymmetric allylic alkylation of dienyl acetates 1 and amination of allyl acetates 2 provides the corresponding chiral products in high regio- and enantioselectivities using 1,1′-P,N-ferrocenes L1a and L2d as ligands, respectively.
Regio- and enantioselective iridium-catalysed allylic aminations and alkylations of dienyl esters
Lipowsky, Gunter,Helmchen, Guenter
, p. 116 - 117 (2004)
Regio- and enantioselective iridium-catalysed allylic aminations and alkylations of dienyl substrates are presented; using phosphorus amidite L1 as ligand, animations provided ee values of up to 97% and alkylations of up to 90%.
Donor-Acceptor Bicyclopropyls as 1,6-Zwitterionic Intermediates: Synthesis and Reactions with 4-Phenyl-1,2,4-triazoline-3,5-dione and Terminal Acetylenes
Potapov, Konstantin V.,Denisov, Dmitry A.,Glushkova, Valeriia V.,Novikov, Roman A.,Tomilov, Yury V.
, p. 15562 - 15576 (2020/11/30)
The bicyclopropyl system activated by incorporation of donor and acceptor groups in the presence of Lewis acids was used as a synthetic equivalent of 1,6-zwitterions. Opening of both cyclopropane rings in 2′-aryl-1,1′-bicyclopropyl-2,2-dicarboxylates (D-A bicyclopropyl, ABCDs) in the presence of GaI3 + Bu4N+GaI4- results in 5-iodo-5-arylpent-2-enylmalonates as products of HI formal 1,6-addition to the bicyclopropyl system. The use of GaCl3 or GaBr3 as a Lewis acid and terminal aryl or alkyl acetylenes as 1,6-zwitterion interceptors allows the alkyl substituent to be grown to give the corresponding acyclic 7-chloro(bromo)-hepta-2,6-dienylmalonates. The reaction of ABCDs with 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) catalyzed by Yb(OTf)3 also results in the opening of both cyclopropane rings. The reaction products are tetrahydropyridazine derivatives - (7,9-dioxo-1,6,8-triazabicyclo[4.3.0]non-3-en-2-ylmethyl)malonates - containing one more PTAD moiety in the malonyl group.
Regio- and enantioselective iridium-catalyzed allylic alkylation with in situ activated P,C-chelate complexes
Lipowsky, Gunter,Miller, Nicole,Helmchen, Guenter
, p. 4595 - 4597 (2007/10/03)
Come together: Successful cooperation of iridium and copper yielded a new catalyst system for allylic alkylation. Branched alkylation products can be obtained rapidly and with high enantioselectivity from simple linear precursors (see scheme; cod = cycloo
