86847-32-7Relevant academic research and scientific papers
Synthesis of chromans via [3 + 3] cyclocoupling of phenols with allylic alcohols using a Mo/o-chloranil catalyst system
Yamamoto, Yoshihiko,Itonaga, Kouhei
scheme or table, p. 717 - 720 (2009/08/19)
(Chemical Equation Presented) The combination of a molybdenum complex (CpMoCl(CO)3 or [CpMo(CO)3]2) and o-chloranil was used as a catalyst in the [3 + 3] cyclocoupling of phenols and allylic alcohols under microwave heating conditions. Substituted chromans were selectively obtained in moderate to good isolated yields.
Calix[4]arenes with alkylidene bridges, synthesis and conformational properties
Gruettner, Cordula,Boehmer, Volker,Vogt, Walter,Thondorf, Iris,Biali, Silvio E.,Grynszpan, Flavio
, p. 6267 - 6270 (2007/10/02)
Calix[4]arenes with one or two alkylidene bridges were synthesized by "2+2" fragment condensation. As predicted by molecular mechanics calculations aliphatic residues at the bridging carbon atom(s) prefer the equatorial position.
o-Quinone Methide Intermediates and Their Role in Coordinated Reactions of Magnesium Phenoxides with α-Branched Aliphatic Aldehydes
Casnati, Giuseppe,Pochini, Andrea,Terenghi, Maria Giuliana,Ungaro, Rocco
, p. 3783 - 3787 (2007/10/02)
The reactions of (aryloxy)magnesium bromides with α-branched aliphatic aldehydes in apolar solvents have been investigated in order to obtain information on the role of o-quinone methide intermediates 8 or 9 in controlling the selectivity of the reactions of phenolic substrates and carbonyl compounds, which usually give a complex mixture of products.These reactions are characterized by high ortho regioselectivity, giving 2,2'-alkylidenebis(phenols) (3), 2-alkenylphenols (4), and 2,2-dialkyldihydrobenzofurans (5), according to the nature of the substituents on the aldehyde and the phenolic substrates. o-Quinone methides have been proved to be intermediates in these coordinated reactions by trapping experiments.The observed reaction pathways have been explained with the assumption that the steric bulkinesss of the substituents leads the o-quinone methides to assume a geometry (8 or 9) that determines the subsequent reaction course.
