Journal
TETRAHEDRON LETTERS
Volume 97, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2022.153746
Keywords
Prins cyclization; Tetrahydropyrans; Benzyl halides; Ferric chloride
Categories
Funding
- Department of Science and Technology (DST) through the grant WOS-A [SR/WOS-A/CS-2/2019]
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An efficient synthesis of 2-aryl-4-chloro-tetrahydropyrans has been achieved using FeCl3 as a promoter through a sequential oxidation/Prins cyclization, with benzyl chlorides and homoallylic alcohols as substrates, resulting in high yields. It is noteworthy that this is the first report on the use of benzyl chlorides as surrogates for aldehydes in the Prins cyclization.
An efficient synthesis of 2-aryl-4-chloro-tetrahydropyrans has been accomplished from benzyl chlorides and homoallylic alcohols using FeCl3 as a promoter through a sequential oxidation/Prins cyclization in high yields. This is the first report on the use of benzyl chlorides as surrogates for aldehydes in the Prins cyclization. (C) 2022 Elsevier Ltd. All rights reserved.
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