Highly Regio- and Stereo-selective Synthesis of 1-(2-Hydroxyaryl)glycerol Derivatives under Ultrasonic Irradiation

DOI: 10.1039/c39870000794

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Journal of the Chemical Society. Chemical communications p. 794 - 796 (1987)

Update date:2022-08-04

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Authors:

Casiraghi, Giovanni

Cornia, Mara

Casnati, Giuseppe

Fava, Giovanna Gasparri

Belicchi, Marisa Ferrari

Zetta, Lucia

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Article abstract of DOI:10.1039/c39870000794

Complementary diastereoselectivity in the C-arylation of (R)- and (S)-2,3-O-isopropylideneglyceraldehyde by using Mg²⁺-based (syn-addition) and Ti⁴⁺-based (anti-addition) phenolates allows the efficient preparation of all four possible stereoisomers of the title 1-C-substituted glycerols; the application of ultrasonic waves produces a marked synthetic advantage.

Full text of DOI:10.1039/c39870000794

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