109337-44-2Relevant articles and documents
Olefin Epoxidation Using Elemental Fluorine
Rozen, Shlomo,Kol, Moshe
, p. 5155 - 5159 (1990)
F2 reacts with water and CH3CN, apparently to produce the relatively stable complex HOF*CH3CN.This is probably the best known oxygen-transfer reagent and can epoxidize olefins quickly and efficiently.Various types of alkenes including aliphatic, benzylic, enones, dienones, maleates, and fumarates have been examined, and all react with the reagent to produce the corresponding mono- or diepoxides in good to excellent yields.This epoxidation is fully stereospecific, and the configuration of the starting olefin is fully retained in the resulting oxirane.In cases where exceptionally stable oxocarbocations can be formed as in 1,1-diphenylethene, the reaction produces vicinal glycols in good yields.Since the origin of the epoxides' oxygen is in the water, this method is very suitable for introducing the isotopes 17O and 18O in various molecules.
Mg-promoted reductive coupling of aromatic carbonyl compounds with trimethylsilyl chloride and bis(chlorodimethylsilyl) compounds
Uchida, Tetsuro,Kita, Yoshio,Maekawa, Hirofumi,Nishiguchi, Ikuzo
, p. 3103 - 3111 (2007/10/03)
Mg-promoted reductive coupling of aromatic carbonyl compounds (1) with chlorosilanes, such as trimethylsilyl chloride (TMSCl:2), 1,2- bis(chlorodimethylsilyl)ethane (3) and 1,5-dichlorohexamethyltrisiloxane (4), in N,N-dimethylformamide (DMF) at room temperature brought about selective and facile reductive formation of both of carbon-silicon and oxygen-silicon bonds to give the corresponding α-trimethylsilylalkyl trimethylsilyl ethers (5) and cyclic siloxanes (6), (7) in moderate to good yields, respectively. The present facile and selective coupling may be initiated through electron transfer from Mg metal to aromatic carbonyl compounds (1).
Multifunctional catalyst useful in the synthesis of chiral vicinal diols and process for the preparation thereof
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, (2008/06/13)
The present invention relates to a multifunctional reusable catalyst and to a process for the preparation thereof on a single matrix of the support to perform multicomponent reaction in a single pot. The multifunctional catalysts of the invention are useful for the synthesis of chiral vicinal diols by tandem and / or simultaneous reactions involving Heck coupling, N-oxidation and AD reaction of olefins in presence of cinchona alkaloid compounds both as an native one and immobilized one in the said matrix support. This invention also relates to a process for preparing vicinal diols by asymmetric dihydroxylation of olefins in presence of cinchona alkaloid compounds employing reusable multifunctional catalysts as heterogeneous catalysts in place of soluble osmium catalysts.