24563-14-2Relevant articles and documents
Modular synthesis and biological investigation of 5-hydroxymethyl dibenzyl butyrolactones and related lignans
Davidson, Samuel J.,Pilkington, Lisa I.,Dempsey-Hibbert, Nina C.,El-Mohtadi, Mohamed,Tang, Shiying,Wainwright, Thomas,Whitehead, Kathryn A.,Barker, David
, (2018)
Dibenzyl butyrolactone lignans are well known for their excellent biological properties, particularly for their notable anti-proliferative activities. Herein we report a novel, efficient, convergent synthesis of dibenzyl butyrolactone lignans utilizing the acyl-Claisen rearrangement to stereoselectively prepare a key intermediate. The reported synthetic route enables the modification of these lignans to give rise to 5-hydroxymethyl derivatives of these lignans. The biological activities of these analogues were assessed, with derivatives showing an excellent cytotoxic profile which resulted in programmed cell death of Jurkat T-leukemia cells with less than 2% of the incubated cells entering a necrotic cell death pathway.
Radical one-pot α,β-dual and β-mono-oxymethylation of alkylidenemalonate
Yamada, Ken-Ichi,Konishi, Takehito,Nakano, Mayu,Fujii, Shintaro,Cadou, Romain,Yamamoto, Yasutomo,Tomioka, Kiyoshi
experimental part, p. 5775 - 5780 (2012/09/07)
Dimethylzinc-mediated radical conjugate addition reaction of dimethyl alkylidenemalonates with iodomethyl pivalate gave a high yield of the α,β-dual oxymethylation product in one pot under air and the β-pivaloyloxymethylation product under argon.
An efficient oxidative lactonization of 1,4-diols catalyzed by Cp*Ru(PN) complexes
Ito, Masato,Osaku, Akihide,Shiibashi, Akira,Ikariya, Takao
, p. 1821 - 1824 (2008/02/02)
An efficient oxidative lactonization of 1,4-diols in acetone is accomplished by the well-defined ruthenium catalyst, whose bifunctional nature underlies the high efficiency as well as unique chemo- and regioselectivity of the reaction which provides a rapid access to γ-butyrolactones including flavor lactones hinokinin, and muricatacin.
