145167-88-0

Upstream product

• 19009-39-3 N,N-diisopropylcarbamoyl chloride 
• 98-85-1 1-Phenylethanol 

Downstream Products

• 359868-65-8 1-phenylvinyl N',N'-diisopropylcarbamate 
• 1201898-74-9 (S)-4,4,5,5-tetramethyl-2-(2-phenylbutan-2-yl)-1,3,2-dioxaborolane 
• 1201898-89-6 (p-ClC₆H₄)(Ph)(CH₃)CB(pinacol) 
• 1257661-32-7 (phenyl)C(Me)(iPr)(Bpin) 
• 157008-79-2 PhC(Me)(allyl)(carbamate) 
• 1421931-27-2 (±)-2-(3-methyl-2-phenylbutan-2-yl)-1,3,2-dioxaborinane 
• 1421931-28-3 5,5-dimethyl-2-(3-methyl-2-phenylbutan-2-yl)-1,3,2-dioxaborinane 
• 1257661-27-0 (±)-2-[1-(4-chlorophenyl)-1-phenylethyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 428819-24-3 2,2'-(1-phenylethane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 

Relevant academic research and scientific papers

Stereoselective Desymmetrization of gem-Diborylalkanes by “Trifluorination”

An efficient and general method for the chemoselective synthesis of unsymmetrical gem-diborylalkanes is reported. This method is based on a late-stage desymmetrization through nucleophilic “trifluorination”, providing chiral gem-diborylalkanes bearing a trifluoroborate group. The reaction offers a highly modular and diastereoselective approach towards the synthesis of gem-diborylcyclopropanes. The utility of the gem-diborylalkane building blocks was demonstrated by selective post-functionalization of the trifluoroborate group. These functionalizations include inter- and intra- Pd-catalyzed Suzuki–Miyaura coupling reactions.

Suzuki-Miyaura cross-couplings of secondary allylic boronic esters

Palladium-catalyzed cross-coupling reactions of secondary allylic boronic esters with iodoarenes were demonstrated under the conditions previously described for the coupling of benzylic substrates. The regioselectivity of the process was largely dictated by the pattern of olefin substitution. The Royal Society of Chemistry 2012.

Generation of allylic and benzylic organolithium reagents from the corresponding ester, amide, carbonate, carbamate and urea derivatives

The reaction of different allylic and benzylic non-enolisable esters or amides (1), carbonates (4), carbamates (6, 7) and ureas (8) with an excess of lithium powder and a catalytic amount of naphthalene (10%) in the presence of an electrophile [(i)PrCHO, (t)BuCHO, PhCHO, Me2CO, Et2CO, (CH2)5CO, Ph2CO, Me3SiCl] in THF at different temperatures (-78, -30 or 0°C) leads, after hydrolysis with water to the corresponding allylated or benzylated products (2).