94761-92-9Relevant articles and documents
Selectivity in Organic Group Transfer in Reactions of Mixed Diorganomanganese(II) and Triorganomanganate(II) with 2-Cyclohexen-1-one or Cyclohexanecarbaldehyde
Yorimitsu, Hideki,Hayashi, Yasuhiro,Tang, Jun,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 2297 - 2300 (2007/10/03)
The unsymmetrical diorganomanganeses(II) (R1R2Mn) and magnesium triorganomanganates(II) (R21R2MnMgX) reacted with 2-cyclohexen-1-one to produce the 1,4-addition products in moderate to good yields. The approximate reactivity order obtained from the product distribution was CH2=CHCH2 > PhS > n-Bu > Ph > Me, Me3SiCH2, n-C6H13-CΞC. In contrast, the reactivity order for the addition of these reagents to cyclohexanecarbaldehyde was CH2=CHCH2 > Ph > Me > n-Bu > n-C6H13CΞC > Me3SiCH2.
Magnesium- and Titanium-induced Reductive Coupling of Carbonyl Compounds: Efficient Syntheses of Pinacols and Alkenes
Fuerstner, Alois,Csuk, Rene,Rohrer, Christian,Weidmann, Hans
, p. 1729 - 1734 (2007/10/02)
Finely dispersed magnesium on graphite was found to be a totally selective single-electron transfer reagent of general utility for the reduction of various kinds of carbonyl and dicarbonyl compounds to pinacols, a reaction quite compatible with a number of functional groups.Similarly, titanium on graphite proved to be a universally applicable reducing agent for the efficient conversion of pinacols, carbonyl and dicarbonyl compounds into alkenes and cycloalkenes respectively and for the cyclization of oxo alkanoates to enol ethers, facilitating and unifying the highly useful McMurry reaction.The practicability of the presently known carbonyl coupling methods is discussed in the light of these results.
SOME ORGANIC REACTIONS PROMOTED BY SAMARIUM DIIODIDE
Souppe, J.,Danon, L.,Namy, J.L.,Kagan, H.B.
, p. 227 - 236 (2007/10/02)
Various homoallylic alcohols and homobenzylic alcohols were prepared by the reaction between aldehydes and allylic or benzylic halides in the presence of samarium diiodide.This iodide is also a very good reagent for formation of pinacols from aldehydes or ketones.The reactions are especially fast and selective in the case of substituted benzaldehydes.The reactivities of various nitrogen functional groups (imine, oxime, nitro, azo, cyano) towards SmI2 were also examined.