60669-38-7

Upstream product

• 591-93-5 1,4-Pentadiene 
• 108-88-3 toluene 
• 72737-52-1 2-<(1-penten-3-yl)oxy>benzothiazole 
• 6921-34-2 benzylmagnesium chloride 
• 7484-37-9 (3-phenylpropyl)triphenylphosphonium bromide 
• 123-38-6 propionaldehyde 
• 592-47-2 3-hexene 
• 75456-62-1 (4-methoxybut-3-en-1-yl)benzene 
• 1338073-36-1 2-(1-cyclopropyl-3-phenylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 83333-73-7 (E)-1-phenylhex-4-en-3-ol 

Relevant academic research and scientific papers

Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source

The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.

M -C2B10H11HgCl/AgOTf-Catalyzed Reaction for Reductive Deoxygenation

A m -C2B10H11HgCl/AgOTf-catalyzed reaction of allyl silyl ethers with N -Boc- N ′-tosylhydrazine has been developed. Under mild conditions, the resulting allyl hydrazine products were transformed into naked alkenes in good yield. Furthermore, the used m -C2B10H11HgCl could be recovered quantitatively.

Synthesis of hydroxyphthioceranic acid using a traceless lithiation-borylation-protodeboronation strategy

In planning organic syntheses, disconnections are most often made adjacent to functional groups, which assist in C-C bond formation. For molecules devoid of obvious functional groups this approach presents a problem, and so functionalities must be installed temporarily and then removed. Here we present a traceless strategy for organic synthesis that uses a boronic ester as such a group in a one-pot lithiation-borylation-protodeboronation sequence. To realize this strategy, we developed a methodology for the protodeboronation of alkyl pinacol boronic esters that involves the formation of a boronate complex with a nucleophile followed by oxidation with Mn(OAc) 3 in the presence of the hydrogen-atom donor 4-tert-butylcatechol. Iterative lithiation-borylation- protodeboronation allows the coupling of smaller fragments to build-up long alkyl chains. We employed this strategy in the synthesis of hydroxyphthioceranic acid, a key component of the cell-wall lipid of the virulent Mycobacterium tuberculosis, in just 14 steps (longest linear sequence) with full stereocontrol.

Electrochemical enol ether/olefin cross-metathesis in a lithium perchlorate/nitromethane electrolyte solution

(Chemical Equation Presented) Electrolytically generated four-membered-ring radical-cation intermediates are involved in the anodic olefin cross-metathesis of enol ethers and olefins in a lithium perchlorate/nitromethane electrolyte solution (see scheme). The reaction mechanism was investigated through deuterium-labeling studies.

α-Lithio quinuclidine N-oxide (Li-QNO): A new base for synthetic chemistry

α-Lithio quinuclidine N-oxide (Li-QNO) behaves as a strong non-nucleophilic base and an HMPA mimetic in a tandem process, in a range of synthetically useful reactions. The Royal Society of Chemistry 2006.

Substitution of HMPT by the Cyclic Urea DMPU as a Cosolvent for Highly Reactive Nucleophiles and Bases

The cyclic urea DMPU (N,N'-dimethyl-N,N'-propylene urea = 1,3-dimethyl-2-oxo-hexahydropyrimidine) is shown to exhibit the same effects as HMPT in oxirane-opening with Li-acetylide, in Wittig olefination, in the double deprotonation of a nitroalkane, in th

Selectivity in the Allylic Substitutions with Organometallics through Neighboring Coordination. 2-(Allyloxy)benzothiazoles as SN2' Electrophiles for Regio- and Stereoselective Olefin Syntheses

An efficient control of the regio- and stereochemistry in the allylic substitutions with organomagnesium compounds has been achieved by using 2-(allyloxy)benzothiazoles as substrates in the presence of copper bromide.The selectivity is due to the coordinative effects of the substrates toward the organometallic species.