1070251-53-4Relevant articles and documents
Hypervalent iodine(III) catalyzed radical hydroacylation of chiral alkylidenemalonates with aliphatic aldehydes under photolysis
Selvakumar, Sermadurai,Kang, Qi-Kai,Arumugam, Natarajan,Almansour, Abdulrahman I.,Kumar, Raju Suresh,Maruoka, Keiji
, p. 5841 - 5846 (2017)
Hypervalent iodine(III) catalyzed diastereoselective radical hydroacylation of alkylidenemalonates bearing (?)-8-phenylmenthol as a chiral auxiliary with aliphatic aldehydes is realized under photolysis. This work represent the first example of diastereoselective addition of acyl radicals to olefins to afford chiral ketones in a highly stereoselective fashion. The reaction is initiated by the photolysis of hypervalent iodine(III) catalyst under mild and metal-free conditions. The synthetic potential of this methodology was demonstrated by the short formal synthesis of (?)-methyleneolactocin.
Chemoselective conjugate addition of dimethylzinc-mediated ether and acetal radicals to alkylidenemalonates and asymmetric reactions
Yamada, Ken-Ichi,Maekawa, Masaru,Akindele, Tito,Nakano, Mayu,Yamamoto, Yasutomo,Tomioka, Kiyoshi
supporting information; experimental part, p. 9535 - 9538 (2009/04/07)
(Chemical Equation Presented) Cyclic and acyclic ether or acetal radicals were generated directly from ethers or acetals by the action of dimethylzinc-air, and their subsequent conjugate addition reaction with alkylidenemalonates afforded the corresponding conjugate adducts in reasonably high yields. The reaction with benzylidenemalonates bearing formyl and imino groups gave chemoselectively the conjugate addition products. The asymmetric reaction of bis(8-phenylmenthyl) benzylidenemalonate proceeded diastereoselectively to provide the adduct with 93:7 dr.
