Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1345112 | Tetrahedron: Asymmetry | 2008 | 5 Pages |
Abstract
The first total synthesis of hydramicromelin B is described. An AuCl3/AgOTf-catalyzed intramolecular reaction was used as key step for the construction the coumarin ring.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
(S)-1-(4-(Benzyloxy)-2-methoxyphenyl)ethane-1,2-diolC22H32O4Ee >98% [by chiral HPLC][α]D25=+21.6 (c 4.0, CHCl3)Source of chirality: AD-mix-α
(2R,3S,4S)-Ethyl 4-(4-(benzyloxy)-2-methoxyphenyl)-2,3-dihydroxy-4-(methoxymethoxy)-2-methylbutanoateC23H30O9De = 86%[α]D25=+20.0 (c 2.0, CHCl3)Source of chirality: AD-mix-α
4-((2R,3R,4S)-Tetrahydro-3,4-dihydroxy-4-methyl-5-oxofuran-2-yl)-3-methoxyphenyl propiolateC26H34O8[α]D25=+17.0 (c 1.0, CHCl3)Source of chirality: AD-mix-α
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Xing Huo, Xingfeng Ren, Yanfen Xu, Xinyun Li, Xuegong She, Xinfu Pan,