Hexylmagnesium bromide 6-

CH3CH2CH2CH2UH2CH28r ——> uH3cH2CH2uH2cH2ci-i2MgtJr ——= CH3CH2CH2CH2CH2CH3 1-Bromohexane 1-Hexylmagnesium bromide Hexane (85%)... 

Clavepictines A and B (210 and 211, respectively) were obtained from the allenic ester 227. The reduction of its ester group to aldehyde, followed of addition to the latter of hexylmagnesium bromide, OH protection, and N-deprotection gave compound 228. A silver(i)-mediated cyclization of this compound afforded quinolizidine 229 and its C-6 epimer in a 7 1 ratio (Scheme 44). The former compound was readily converted into the target alkaloids <1997JOC4550>. 

Amination of Group 1,2, 11 and 12 organometaiiic reagents Colvin and coworkers have reported the amination of phenyl and hexylmagnesium bromides with 0-(diphenylphosphinyl)hydroxylamine 4a (equation 22) . 

Reaction of l-bromo-2-butyne with hexylmagnesium bromide to give a mixture containing equal amounts of 1-methyl-1-hexylallene and 2-decyne... 

The stereoselective total synthesis of ( )-lepadiformine was accomplished in the laboratory of S.M. Weinreb. The introduction of the hexyl chain in a stereoselective fashion was achieved by a Grignard reaction to an iminium salt during the last steps of the synthetic sequence. The iminium salt was generated in situ from an a-amino nitrile with boron trifluoride etherate, and the addition of hexylmagnesium bromide gave a 3 1 mixture of alkylated products favoring the desired stereoisomer. Removal of the benzyl group completed the total synthesis. 

Peninsular ChemResearch offers methylmagnesium bromide in ether and in di-n-butyl ether methylmagnesium iodide in di-n-butyl ether n-hexylmagnesium bromide in ether tetramethylenedimagnesium bromide in ether phenylmagnesium bromide in ether. 

A selective reducing agent for double bonds (potassium azodicarboxylate-acetic acid) allowed the preparation of the epidioxide (268) from the A -compound/ A synthesis was reported for the 18,20-lactone (269) through the hypoiodite reaction of (205)-20-hydroxy-5a-cholestan-3/3-yl acetate/ A second synthesis of the 18,20-lactone (269) from the known lactone (270) involved the stereoselective reaction of the acetoxy-ketone (271) with iso-hexylmagnesium bromide to give the (205)-20-hydroxy-compound (272)/ These syntheses served as models for the synthesis of seychellogenin (273) and the 7,8,9,11-tetrahydro-derivative/ ... 

Hexylmagnesium bromide, reaction of with acetaldehyde, 555 with ethylene oxide, 588 1-Hexyne, 556... 

Alkenyl halides couple readily with Grignard reagents in the presence of iron. -E n-Hexylmagnesium bromide allowed to react at 0° with vinyl bromide in tetrahydrofuran in the presence of FeClg 1-octene. Y 83%. F. e. s. M. Tamura and J. Kochi, Am. Soc. 93, 1487 (1971) also coupling with satd. halides in the presence of Ag - and Cu -catalysts s. Synthesis 1971, 303. 

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