212197-71-2Relevant articles and documents
Chromium-Catalyzed Linear-Selective Alkylation of Aldehydes with Alkenes
Hirao, Yuki,Kanai, Motomu,Katayama, Yuri,Mitsunuma, Harunobu
supporting information, (2020/11/18)
We developed a chromium-catalyzed, photochemical, and linear-selective alkylation of aldehydes with alkylzirconium species generated in situ from a wide range of alkenes and Schwartz's reagent. Photochemical homolysis of the C-Zr bond afforded alkyl radicals, which were then trapped by a chromium complex catalyst to generate the alkylchromium(III) species for polar addition to aldehydes. The reaction proceeded with high functional group tolerance at ambient temperature under visible-light irradiation.
The Barbier - Grignard-type carbonyl alkylation using unactivated alkyl halides in water
Keh, Charlene C. K.,Wei, Chunmei,Li, Chao-Jun
, p. 4062 - 4063 (2007/10/03)
The aqueous Barbier-Grignard-type alkylation of aldehydes with unactivated alkyl iodides and bromides was developed. By using a combination of zinc and cuprous iodide, catalyzed by indium(I) chloride, we successfully added tertiary, secondary, and primary alkyl halides to various aromatic aldehydes in 0.07 M aqueous Na2C2O4. A mechanistic rationale for the success of the reaction has been proposed. Copyright
Halogen-magnesium exchange via trialkylmagnesates for the preparation of aryl- and alkenymagnesium reagents
Kitagawa, Kazuya,Inoue, Atsushi,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 2481 - 2483 (2007/10/03)
Significantly better than simple Grignard reagents are the trialkylmagnesium-ate complexes in the halogen-metal exchange reaction of aryl or alkenyl halides to the corresponding magnesates (see reaction scheme). The subsequent reaction of these ate complexes with electrophiles proceeds in good to excellent yields, and a number of functional groups (FG) can be tolerated.