33964-71-5Relevant academic research and scientific papers
DIASTEREOSELECTIVITE DANS LA REACTION DES ORGANOMAGNESIENS SUR LE TETRAHYDROFURFURAL ET SON GEM-DIACETATE EN PRESENCE DE HMPT. ACCES AUX DIOLS-1,2 ERYTHRO.
Amouroux, R.,Ejjiyar, S.,Chastrette, M.
, p. 1035 - 1038 (2007/10/02)
Grignard Reagents - HMPT complexes have been found to be highly stereoselective reagents for the addition to tetrahydrofurfural and for the substitution of an acetoxy group in tetrahydrofurfural gem-diacetate.In both cases, a high erythro/threo ratio was obtained.
Synthese de polyethers polycycliques. 1 Stereoselectivite de l'heterocyclisation d'alcools tetrahydrofurfuryliques γ,δ-ethyleniques par les sels mercuriques
Amouroux, Roger,Chastrette, Francine,Chastrette, Maurice
, p. 565 - 570 (2007/10/02)
The intramolecular oxymercuration of the 1-(2-tetrahydrofuryl)-4-penten-1-ols (5) by mercuric salts followed by reductive demercuration affords the 2-methyl-5-tetrahydrofuryltetrahydrofuran (9) as a mixture of cis and trans isomers in good yields.By using mercuric acetate, each isomer threo 5a and erythro 5b gives the trans isomer, 9d and 9b, respectively, as the major products.On the other hand, cyclization carried out with mercuric chloride are not stereoselective.
