4.7 Article

Photoinduced umpolung addition of carbonyl compounds with α,β-unsaturated esters enables the polysubstituted γ-lactone formation

期刊

CHEMICAL COMMUNICATIONS
卷 56, 期 87, 页码 13441-13444

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc05306f

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资金

  1. National Natural Science Foundation of China [21672174, 21977084, 22078268]
  2. Natural Science Foundation of Chongqing [cstc2019jcyj-msxmX0297]

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We herein report the photoinduced intermolecular umpolung addition of aromatic ketones/aldehydes with alpha,beta-unsaturated esters via ketyl radical intermediates. Following an intramolecular transesterification, a variety of gamma-lactone derivatives are readily accessed. Mechanistic investigations demonstrate the significant role of Hantzsch ester, which serves both as the electron and proton donor.

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