89635-24-5Relevant academic research and scientific papers
Stereoselective Acetalization of 1,1- and 1,2-Disubstituted Diols as Common Principle in the Synthesis of the Enantiomers of the Bicyclic Acetal Pheromones endo- and exo-Brevicomin and Frontalin
Wershofen, Stefan,Classen, Arnold,Scharf, Hans-Dieter
, p. 9 - 18 (2007/10/02)
The acetalization of the 1,1- and 1,2-disubstituted diols 14-19 with the keto compounds 20 and 21 has been investigated.The substitution pattern of the used diols shows great influence on the stereochemistry of the obtained dioxolanes 22-27 (mixtures of d
Diastereoselective Synthesis of (1RS)-endo-Brevicomin
Meister, Christoph,Shen, Zhangping,Scharf, Hans-Dieter
, p. 147 - 156 (2007/10/02)
(1RS)-endo-Brevicomin (1) is synthesized starting from trans-1-bromo-2-pentene.Synthetic key step is the diastereoseletive linkage of erythro-2,3-butanediol to 3,3-dimethoxy-1-(phenylsulfonyl)butane or methyl 4,4-dimethoxypentanoate.
