300678-35-7Relevant articles and documents
Asymmetric synthesis of the natural erythro-(1R,2S)-8-O-4′-neolignan myrislignan
Xia,Wang, Wei
, p. 93 - 96 (2011/10/01)
An efficient and practical asymmetric synthesis of erythro-(1R,2S)-8-O- 4′-neolignan myrislignan was achieved by using vanillin and pyrogallic acid as the starting materials. Two key steps are involved: preparation of an enantiopure threo alcohol of predictable stereochemistry by dihydroxylation with AD-mix-β, and inversion of the absolute configuration from the threo to the erythro isomer using a Mitsunobu reaction. The route illustrates a new methodology for the synthesis of erythro-8-O-4′-neolignan. Graphical abstract: [Figure not available: see fulltext.]
First asymmetric synthesis of chiral 1,4-benzodioxane lignans
Gu,Jing,Pan,Chan,Yang
, p. 6079 - 6082 (2007/10/03)
An asymmetric and regioselective total synthesis approach to 1,4-benzodioxane lignans was reported in which (2R,3R)- and (2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-1,4-benzodi oxan-6-carbaldehyde were synthesized firstly. A natural 1,4-benzodioxane neolignan was synthesized firstly by the synthesis approach. (C) 2000 Elsevier Science Ltd.