765-10-6Relevant articles and documents
Efficient synthesis of akolactone A via Pd-catalyzed carbonylation
Makabe, Hidefumi,Okajima, Motonori,Konno, Hiroyuki,Kamo, Tsunashi,Hirota, Mitsuru
, p. 2658 - 2660 (2003)
The first synthesis of (+)- and (-)-akolactone A is described by using Pd-catalyzed carbonylation. A comparison of the optical rotation of both enantiomers of akolactone A and the natural compound suggests that the absolute configuration at the 4-position of akolactone A is R.
Formation of conjugated polynaphthalene via Bergman cyclization
Miao, Changcheng,Zhi, Jian,Sun, Shiyuan,Yang, Xi,Hu, Aiguo
, p. 2187 - 2193 (2011/04/15)
A series of enediyne containing chiral phthalimides were synthesized through Sonogashira coupling reactions. These enediynes were then subjected to thermal Bergman cyclization under vacuum. Polynaphthalenes with pendant chiral groups were obtained and characterized using GPC, IR spectroscopy, NMR spectroscopy, UV-Vis spectroscopy, and photoluminescence analysis. Under properly optimized conditions, the chirality of chiral directing group was maintained according to CD spectra of final products. After removal of chiral directing groups, weak CD signals representative of main chain chirality were visible. Further modification of the structure of the enediyne compounds will facilitate the synthesis of chiral polynaphthalene through this rather simple way. Extension of the Bergman cyclization to polymer chemistry is promising in the construction of novel polymers with rigid polyarene back-bones.
Reaction of Grignard compounds with 4-chloro-2-methyl-3-butyn-2-ol in Diethyl Ether equivalents
Shchelkunov,Sivolobova,Mataeva,Minbaev,Muldakhmetov
, p. 5 - 8 (2007/10/03)
Reactions of RMgX · THF complexes with 4-chloro-2-methyl-3-butyn-2-ol in aromatic hydrocarbons were studied. The complexes formed by arylmagnesium halides require the presence of anisole for the reaction to occur. 4-Chloro-2-methyl-3-butyn-2-ol can be synthesized by reaction of 2-methyl-3-butyn-2-ol with sodium hypochloride in the two-phase system water-benzene.