59527-51-4Relevant academic research and scientific papers
The asymmetric synthesis of aryltetralin lignans: (-)-isolariciresinol dimethyl ether and (-)-deoxysikkimotoxin
Coltart, Don M.,Charlton, James L.
, p. 88 - 94 (2007/10/03)
The total asymmetric syntheses of (-)-isolariciresinol dimethyl ether (6) and (-)-deoxysikkimotoxin (7) have been carried out, in an attempt to exploit a synthetic strategy recently developed for the synthesis of (-)-deoxypodophyllotoxin (1, R1 = -CH2-, Ar = 3,4,5-trimethoxyphenyl). In so doing, a generalized method for the synthesis of aryltetralin lignans has been developed that should be applicable to a variety of substitution patterns and stereochemistries. A one-pot, 100% regio-selective reduction-lactonization procedure has been developed for the conversion of the ester 18b to (-)-deoxysikkimotoxin, which gave 93% isolated yield in that step.
TWO CAFFEIC ACID TETRAMERS HAVING ENANTIOMERIC PHENYLDIHYDRONAPHTHALENE MOIETIES FROM MACROTOMIA EUCHROMA
Nishizawa, Makoto,Tsuda, Masashi,Hayashi, Koji
, p. 2645 - 2649 (2007/10/02)
Two caffeic acid tetramers were isolated from the dried root of Macrotomia euchroma, and the structures were established on the basis of spectral data and chemical conversion.These two compounds are shown to have enantiomeric 1,2-dihydro-1-(3',4'-dihydrox
The Synthesis of Lignans and Related Structures using Quinodimethanes and Isobenzofurans: Approaches to the Podophyllins
Mann, John,Piper, Susan E.,Yeung, Lilan K.P.
, p. 2081 - 2088 (2007/10/02)
Novel routes to 1-aryl-5,6-dialkoxy-1,3-dihydrobenzothiophene 2,2-dioxides (13) and to the corresponding benzofuran (8) have been developed; these species yield quinodimethanes (12) via thermal extrusion of SO2 and isobenzofurans (5c) in an acid-cat
