Berger, Martin; Carboni, Davide; Melchiorre, Paolo published the artcile< Photochemical Organocatalytic Regio- and Enantioselective Conjugate Addition of Allyl Groups to Enals>, Quality Control of 3893-18-3, the main research area is prenyl enal preparation regioselective chemoselective enantioselective photochem; unsaturated aldehyde allyl silane allylation organocatalyst; allylation; enantioselectivity; organocatalysis; photochemistry; regioselectivity.
Synthesis of first catalytic enantioselective conjugate addition of allyl groups R1R2C=CH-CH2Si(CH3)3 [R1 = i-Pr, Me, cyclohexyl; R2 = i-Pr, cyclohexyl, n-hexyl, Ph; R1R2 = -(CH2)5-, -(CH2)2O(CH2)2-] (I) to α,β-unsaturated aldehydes ArCH=CHCHO (II) (Ar = Ph, 4-chlorophenyl, 3-methylphenyl, etc.) was reported. The chem. exploits the visible-light-excitation of chiral iminium ions to activate allyl silanes I towards the formation of allylic radicals, which are then intercepted stereoselectively. The underlying radical mechanism of this process overcomes the poor regio- and chemoselectivity that traditionally affects the conjugate allylation of enals II proceeding via polar pathways. Synthesis demonstrates that this organocatalytic strategy could selectively install a valuable prenyl fragment at the β-carbon of enals R1R2C=CHCH2CH(Ar)CH2CHO.
Angewandte Chemie, International Edition published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Quality Control of 3893-18-3.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary