Oxidative rearrangement of stilbenes to 2,2-diaryl-2-hydroxyacetaldehydes

TitleOxidative rearrangement of stilbenes to 2,2-diaryl-2-hydroxyacetaldehydes
Publication TypeJournal Article
Year of Publication2020
AuthorsKalshetti, RG, V. Ramana, C
JournalACS Omega
Volume5
Issue39
Pagination25199-25208
Date PublishedOCT
Type of ArticleArticle
ISSN2470-1343
Abstract

A one-pot oxone-mediated/iodine-catalyzed oxidative rearrangement of stilbenes leading to 2,2-diary1-2-hydroxyacetaldehydes is described. Control experiments revealed that a 2,2-diarylacetaldehyde was initially formed that undergoes subsequent alpha-hydroxylation. The resulting alpha-hydroxyaldehydes have been subjected to a one-pot Still Gennari olefination followed by cyclization, leading to S,S-diaryl-y-butenolides.

DOI10.1021/acsomega.0c03328
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.870

Divison category: 
Organic Chemistry

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