26205-40-3Relevant articles and documents
A new zincate-mediated rearrangement reaction of 2-(1-hydroxyalkyl)-1- alkylcyclopropanol
Nomura, Kenichi,Matsubara, Seijiro
supporting information; scheme or table, p. 703 - 708 (2010/08/05)
A novel rearrangement of 2-(1-hydroxyalkyl)-1-alkylcyclopropanol has been found. It proceeds in the presence of a catalytic amount of organozinc ate complex to give vic-diols. The rearrangement can be applied to various types of 2-(1-hydroxyalkyl)-1-alkyl-cyclopropanol, which can be easily prepared from the corresponding α,β-ep-oxyketones and bis(iodozincio)methane. When bicyclo[13.1.0]-pentadecane-1, 15-diol was treated with the organozinc ate complex, the corresponding 14-membered cyclic vic-diol was obtained. Thus, this rearrangement is also useful for changing the ring size of cyclic substrates.
Hydrosilylation of carbonyl compounds using a PhSeSiMe3/Bu3SnH/AIBN system
Nishiyama, Yutaka,Kajimoto, Hiroyuki,Kotani, Kazuya,Sonoda, Noboru
, p. 3087 - 3089 (2007/10/03)
(equation presented) When carbonyl compounds were allowed to react with phenyl trimethylsilyl selenide and tributylstannyl hydride in the presence of a catalytic amount of AIBN as a radical initiator, the hydrosilylation of the carbonyl compounds efficiently proceeded to give the corresponding silyl ethers in moderate to good yields.
Applications of Optically Active Aryl Cyanohydrins in the Synthesis of α-Hydroxy Aldehydes, α-Hydroxy Ketones and β-Hydroxy Amines
Jackson, W. Roy,Jacobs, Howard A.,Jayatilake, Gamini S.,Matthews, Barry R.,Watson, Keith G.
, p. 2045 - 2062 (2007/10/02)
Cyanohydrins, prepared in high optical purity from aryl aldehydes, have been converted into α-hydroxy aldehydes, α-hydroxy ketones and β-hydroxy amines without any racemization and frequently with good stereoselectivity for the erythro-diastereoisomer (>90percent) at the newly introduced stereogenic centre.
