58432-83-0Relevant 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.
A New Approach to the Synthesis of Peltogynoids, Natural Isochromenochromenes
Ahmad-Junan, S. Asiah,Whiting, Donald A.
, p. 675 - 678 (2007/10/02)
The (+/-)-trimethyl ether of the unusual isochromenochromene peltogynol 1 (R = OMe) and its ring skeleton 1 (R = H) have been synthesized via 6-endo intramolecular cyclisation of the radicals derived from the 3-(o-iodobenzyloxy)chromones 17 (R = OM
