TY - JOUR T1 - Titanocene-catalyzed regioselective carbomagnesation of alkenes and dienes. AU - Nii,Shinsuke, AU - Terao,Jun, AU - Kambe,Nobuaki, PY - 2004/1/17/pubmed PY - 2004/1/17/medline PY - 2004/1/17/entrez SP - 573 EP - 6 JF - The Journal of organic chemistry JO - J Org Chem VL - 69 IS - 2 N2 - A new method for regioselective carbomagnesation of alkenes and dienes has been developed by the use of a titanocene catalyst. This reaction proceeds efficiently at 0 degrees C in THF in the presence of Cp(2)TiCl(2) by the combined use of organic halides (R-X; R = alkyl, aryl and vinyl) and n-BuMgCl to afford benzyl, alpha-silylalkyl, or allyl Grignard reagents, which were trapped with various electrophiles. The present reaction involves (i) addition of carbon radicals toward alkenes or dienes in the carbon-carbon bond-forming step and (ii) transmetalation on Ti of benzyl-, alpha-silylalkyl-, or allyltitanocene with n-BuMgCl in the carbon-magnesium bond-forming step. The scope and limitations of this reaction have also been examined. SN - 0022-3263 UR - https://www.unboundmedicine.com/medline/citation/14725478/Titanocene_catalyzed_regioselective_carbomagnesation_of_alkenes_and_dienes_ DB - PRIME DP - Unbound Medicine ER -