Acetyldihydropyran Semicarbazones: Two-Step Diastereoselective Synthesis from Acetylene

2-Acetyl-3,4-dihydropyrans were synthesized in one step by diastereoselective reaction of acetylene with aromatic ketones, and their condensation with semicarbazide hydrochloride afforded the corresponding ( E )-semicarbazones with high stereoselectivity in up to 86% yield.

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Bibliographic Details
Published in:Russian journal of organic chemistry 2023-03, Vol.59 (3), p.540-544
Main Authors: Tatarinova, I. V., Lobanova, N. A., Ushakov, I. A., Schmidt, E. Yu, Trofimov, B. A.
Format: Article
Language:English
Subjects:
Acetylene
Chemistry
Chemistry and Materials Science
Ketones
Organic Chemistry
Stereoselectivity
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Description
Summary:2-Acetyl-3,4-dihydropyrans were synthesized in one step by diastereoselective reaction of acetylene with aromatic ketones, and their condensation with semicarbazide hydrochloride afforded the corresponding ( E )-semicarbazones with high stereoselectivity in up to 86% yield.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428023030235