63049-56-9Relevant articles and documents
Synthesis of homoallylic (but-3-enylic) alcohols from aldehydes with allylic chlorides, tin(II) chloride and potassium iodide in water
Houllemare, Didier,Outurquin, Francis,Paulmier, Claude
, p. 1629 - 1632 (2007/10/03)
Homoallylic (but-3-enylic) alcohols have been prepared in good yields by reductive allylation of aldehydes in water with various allylic chlorides in the presence of tin(II) chloride and potassium iodide. The Barbier type reaction with prop-2-ynyl chloride is also achieved under the same conditions.
Process for producing propargylcarbinol compounds
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, (2008/06/13)
The present invention provides a process for producing a propargylcarbinol compound of formula (I): STR1 where R1 and R2 are as defined herein. The process comprises reacting a haloallycarbinol compound of formula (II) with a base. The present invention also relates to a process for producing the haloallylcarbinol compound. The above propargylcarbinol compound is useful as an intermediate for agrochemicals, pharmaceuticals, perfumes, resin monomers, and the like.
Highly Selective Carbon-Carbon Bond Forming Reactions Mediated by Chromium(II) Reagents
Hiyama, Tamejiro,Okude, Yoshitaka,Kimura, Keizo,Nozaki, Hitosi
, p. 561 - 568 (2007/10/02)
A low valent chromium reagent is generated from chromium(III) chloride and a half mol of lithium aluminum hydride in tetrahydrofuran.The reagent behaves similarly to anhydrous chromium(II) chloride, which is commercially available, and reduces allylic halides to produce unisolable allylchromium species which add efficiently to aldehydes or ketones with high degree of stereo- and chemoselectivity.Particularly, high threo selectivity is observed in the reaction of aldehydes and 1-bromo-2-butene and is ascribed to a chair-like six-membered transition state.Simple reduction od allylic and benzylic halides produces biallyls and bibenzyls, while gem-dibromocyclopropanes afford the corresponding allenes in excellent yields.