Fluoride-Assisted Regioselective Conversion of Functionalized Furans to α-Substituted γ-Hydroxybutenolides Using Singlet Oxygen

Santoshkumar N. Patil,Fei Liu

Fluoride-Assisted Regioselective Conversion of Functionalized Furans to α-Substituted γ-Hydroxybutenolides Using Singlet Oxygen

2007

Santoshkumar N. Patil
Fei Liu

A facile synthesis of α-substituted γ-hydroxybutenolides from 3-furfural was achieved using a Baylis−Hillman reaction followed by singlet oxygen oxidation. The regioselectivity of this conversion was controlled by using TBAF.

Keywords:

Singlet oxygen
Aldehyde
Singlet state
Chemical synthesis
Photochemistry
Baylis–Hillman reaction
Organic chemistry
Regioselectivity
Lactone
Chemistry
Fluoride

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