38410-80-9Relevant articles and documents
2,2,5-Trimethyl-1,3-dioxolane-4-carboxaldehyde as a Chiral Synthon: Synthesis of the Two Enantiomers of Methyl 2,3,6-Trideoxy-α-L-threo-hex-2-enopyranoside, Key Intermediate in the Synthesis of Daunosamine, and of (+)- and (-)-Rhodinose
Servi, Stefano
, p. 5865 - 5867 (1985)
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Total synthesis of (-)-Jiadifenin
Yang, Yang,Fu, Xingnian,Chen, Jianwei,Zhai, Hongbin
, p. 9825 - 9828 (2012/10/29)
As easy as ABCD: (-)-Jiadifenin was synthesized in eighteen reaction steps from 1-[(E)-(4′-bromo-2′-butenyl)oxy]-4-methoxybenzene. Key features of this synthesis include: 1) Ireland-Claisen rearrangement to produce the two contiguous quaternary centers at
Stereoselective Synthesis of Alcohols, XII. Synthesis of the C-9/C-13 Partial Structure of Methynolide
Hoffmann, Reinhard W.,Ladner, Wolfgang
, p. 1631 - 1642 (2007/10/02)
Reduction of the β-ketoester 5 by yeast led to the β-hydroxyester 7, which was converted to the epoxyesters 13 and 15.Their transformation into the dioxolane carboxylic esters 14 and 16 by SnCl4/acetone proceeded under inversion at C-3.The structure 14 was secured by independent synthesis from D-ribonolactone.The enolate derived from 14 or 16 gave on methylation predominantly the cis-substituted product 21.The isomeric product 2 was obtained from D-fructose in six steps.