21370-50-3

Upstream product

• 80150-89-6 C₁₂H₁₉⁽²⁾HN⁽¹⁺⁾*Cl^(1-) 
• 80150-89-6 C₁₂H₁₉⁽²⁾HN⁽¹⁺⁾*Cl^(1-) 
• 71001-35-9 (2-bromoprop-1-en-1-yl)benzene 
• 60468-24-8 (2-deuterio-2-propenyl)benzene 
• 96792-44-8 erythro-1-phenyl-1-propyl-2-d1 p-nitrobenzoate 
• 80150-91-0 C₁₂H₁₉⁽²⁾HN⁽¹⁺⁾*Cl^(1-) 

Downstream Products

• 1325730-35-5 (1S,2S)-2-deutero-4,4,5,5-tetramethyl-2-(1-phenylpropyl)-1,3,2-dioxaborolane 

Relevant academic research and scientific papers

Visible light-mediated metal-free double bond deuteration of substituted phenylalkenes

Various bromophenylalkenes were reductively photodebrominated by using 1,3-dimethyl-2-phenyl-1H-benzo-[d]imidazoline (DMBI) and 9,10-dicyanoanthracene. With deuterated DMBI analogs (the most effective was DMBI-d11), satisfactory to excellent isotopic yields were obtained. DMBI-d11 could also be regenerated from the reaction mixtures with a recovery rate of up to 50%. The combination of the photodebromination reaction with conventional methods for bromoalkene synthesis enables sequential monodeuteration of a double bond without the necessity of a metal catalyst. This journal is

An efficient copper(I)-catalyst system for the asymmetric hydroboration of β-substituted vinylarenes with pinacolborane

The pinacol of ligands: The (R)-DTBM-Segphos coordinated copper(I) complex was found to be very effective for the asymmetric hydroboration of β-substituted styrene derivatives with pinacolborane (see scheme; DTBM=3,5-di-tert-butyl-4-methoxyphenyl). This new method affords benzylic pinacol boronate esters with excellent levels of regio- and enantioselectivity (>99 %).

Stoichiometric Reactions of Nonconjugated Dienes with Zirconocene Derivatives. Further Delineation of the Scope of Bicyclization and Observation of Novel Multipositional Alkene Regioisomerization

The reaction of n-Bu2ZrCp2 with nonconjugated dienes containing substituted vinyl groups can lead to either bicyclization or the formation of conjugated diene-zirconocenes via multipositional regioisomerization.

Weak Base Promoted β-Elimination Reactions in 1-Phenyl-1-propyl Derivatives. Evidence for an Intermediate in the E2C Reaction

We describe the observation of a nucleophile trigger mechanism in the case of the weak base promoted β-elimination (E2C process) and suggest permutational isomerism of TBP intermediates.Weak bases, namely, bromide and fluoride ions, bring about elimination in a bent transition state to which only a small fraction of a covalent bond to the nucleophile-base and some leaving group departure must be achieved in an orienting intermediate.These studies provide evidence for a TBP structure surrounding C-α in the 1-phenyl-1-propyl system and attribute the equal availability of abstractable H and D of both diastereoisomers to the action of the promoter bases.

THE EFFECT OF PHENYL SUBSTITUENTS ON ELIMINATION STEREOCHEMISTRY: A MECHANISTIC MANIFOLD IN ALKOXIDE PROMOTED DECOMPOSITION OF 1-PHENYL-1-PROPYLTRIMETHYLAMMONIUM ION

Reactions of the positionally isomeric 1-phenyl-1-propyl (I) and 1-phenyl-2-propyltrimethylammonium (II) ions with CH3OK - CH3OH, t-C4H9OK - t-C4H9OH and t-C4H9OK - C6H6 systems have been investigated with aid of the deuterated analogues erythro-2-D-I, threo-2-D-I, 1-D-I and threo-1-D-II.At least five mechanistic components (anti-β-elimination, syn-β-elimination, α',β-elimination, Sommelet-Hauser rearrangement and SN2 substitution) have been found to participate in the reaction of the quaternary compound I, in proportions varying greatly with base-solvent combination.The corresponding reactions of the isomeric compound II proceeded in a more simple manner, withount the intervention of ylide pathways in the olefin as well as in the amine formation.The stereochemistry of β-elimination determined for the two phenyl-substituted 'onium compounds has been compared with that reported previously for structurally related aliphatic analogues.The "anomalously" low propensity for syn-elimination as well as the "anomalously" high values of trans/cis-olefin rations in anti-elimination stigmatizing the presence of phenyl substituents are proposed to originate from a lack of base-approach hindrance in the reaction.