14227-05-5Relevant articles and documents
The effect of Lewis acids on the pinacol homocoupling reaction of aldehydes promoted by samarium diiodide
Annunziata, Rita,Benaglia, Maurizio,Cinquini, Mauro,Raimondi, Laura
, p. 3369 - 3374 (2007/10/03)
The effect of various Lewis acids on the samarium diiodide promoted pinacol homocoupling of aldehydes was investigated. The reaction of benzaldehyde proceeded with fair to good 1,2-anti-stereoselectivity, while in the case of other aromatic and aliphatic aldehydes syn-stereoselectivity was generally observed. Chiral α-alkylaldehydes allowed for an almost complete stereocontrol favoring syn-1,2-diols.
SYNTHESIS OF BENZOFUROBENZOFURAN AND BENZOFUROBENZOFURAN
Tolmach, E. L.,Kudryavtsev, A. B.,Zheltov, A. Ya.,Stepanov, B. I.
, p. 1594 - 1601 (2007/10/02)
A convenient method was developed for the synthesis of benzofurobenzofuran and benzofurobenzofuran by the structurally directed heterocyclization of hydrosalicyloin to 4b,9b-dihydrobenzofurobenzofuran or 5a,10b-dihydrobenzofurobenzofuran and their subsequent homolytic bromination and dehydrobromination in the presence of a base.The stuctures of the cyclization products are determined by the nature of the dehydrating agent.The possible mechanism of the cyclization of hydrosalicyloin in the presence of acids is disscused.