Lei, Zhen published the artcileβ-Selective Aroylation of Activated Alkenes by Photoredox Catalysis, Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, the publication is Angewandte Chemie, International Edition (2019), 58(22), 7318-7323, database is CAplus and MEDLINE.
Late-stage synthesis of α,β-unsaturated aryl ketones remains an unmet challenge in organic synthesis. Reported herein is a photocatalytic non-chain-radical aroyl chlorination of alkenes by a 1,3-chlorine atom shift to form β-chloroketones as masked enones that liberate the desired enones upon workup. This strategy suppresses side reactions of the enone products. The reaction tolerates a wide array of functional groups and complex mols. including derivatives of peptides, sugars, natural products, nucleosides, and marketed drugs. Notably, addition of 2,6-di-tert-butyl-4-methylpyridine enhances the quantum yield and efficiency of the cross-coupling reaction. Exptl. and computational studies suggest a mechanism involving PCET (proton-coupled electron transfer), formation and reaction of an α-chloro-α-hydroxy benzyl radical, and 1,3-chlorine atom shift. Thus, e.g., irradiation of a reaction mixture containing 4-fluorobenzoyl chloride, 1,1-diphenylethylene, fac-Ir(ppy)3 and 2,6-di-tert-butyl-4-methylpyridine in CHCl3 in CHCl3 with blue LEDs afforded I (85%) upon isolation.
Angewandte Chemie, International Edition published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol.
Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts