Synthesis of Quaternary Carbon Stereocenters by Copper-Catalyzed Asymmetric Allylic Substitution of Allyl Phosphates with Arylboronates was written by Takeda, Momotaro;Takatsu, Keishi;Shintani, Ryo;Hayashi, Tamio. And the article was included in Journal of Organic Chemistry in 2014.Computed Properties of C12H17BO3 The following contents are mentioned in the article:
A copper-catalyzed asym. allylic substitution of γ,γ-disubstituted allyl phosphates with arylboronates has been developed for the construction of quaternary stereocenters. High regio- and enantioselectivities have been achieved by employing a hydroxy-bearing chiral N-heterocyclic carbene ligand, and both E and Z substrates provide the same enantiomer as the major product. The mechanistic aspect of this catalysis has also been investigated to find that a 1:1 copper/ligand complex is most likely responsible for the present asym. catalysis, and the reaction proceeds with almost perfect 1,3-anti stereochem. with respect to the allylic electrophile. This study involved multiple reactions and reactants, such as 2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1Computed Properties of C12H17BO3).
2-(3-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 1003858-50-1) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Computed Properties of C12H17BO3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem