335280-98-3Relevant academic research and scientific papers
Integrated Chemical Process: Convenient Synthesis of Enantiopure 2-Hydroxymethyl-1,4-benzodioxane Derivatives under Iterative Catalysis of CsF
Kitaori, Kazuhiro,Furukawa, Yoshiro,Yoshimoto, Hiroshi,Otera, Junzo
, p. 95 - 101 (2007/10/03)
One-pot processes to enantiopure 2-hydroxymethyl-1,4-benzodioxane derivatives have been established under catalysis of CsF. A sequence of O-alkylation of catechols with enantiopure 3-chloro-1,2-propanediol, tosylation of the alcohol, deprotection of the benzyl ether, and intramolecular etherification can be integrated. The O-alkylation is also feasible with enantiopure oxiranes. All reactions, except debenzylation, are catalyzed by a single catalyst, CsF. The hydrogenative deprotection of the benzyl ether with Pd-C is compatible with the CsF-catalyzed reactions. The integrated protocols give rise not only to compaction of the whole processes but also to increases in overall yields.
