13307-69-2Relevant articles and documents
Direct synthesis of anti -1,3-diols through nonclassical reaction of aryl grignard reagents with isopropenyl acetate
Jiao, Yinchun,Cao, Chenzhong,Zhou, Zaichun
supporting information; experimental part, p. 180 - 183 (2011/03/19)
A series of symmetrical aromatic 1,3-diols were efficiently synthesized from substituted aryl Grignard reagents and isopropenyl acetate in a one-step reaction that formed anti products as the major species. Both experimental and theoretical studies suggested that the reaction involves the formation of a relatively stable intermediate E containing a six-membered ring from intermediate A. The stereoselectivity of the reactions and the molecular structure of the products were confirmed by NMR spectroscopy, X-ray diffraction, and gas chromatography.